Dihydroartemisinin

ID: ALA307261

Chembl Id: CHEMBL307261

Cas Number: 71939-50-9

PubChem CID: 456410

Max Phase: Preclinical

Molecular Formula: C15H24O5

Molecular Weight: 284.35

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  C[C@H]1[C@@H](O)O[C@@H]2O[C@@]3(C)CC[C@H]4[C@H](C)CC[C@@H]1[C@@]24OO3

Standard InChI:  InChI=1S/C15H24O5/c1-8-4-5-11-9(2)12(16)17-13-15(11)10(8)6-7-14(3,18-13)19-20-15/h8-13,16H,4-7H2,1-3H3/t8-,9-,10+,11+,12+,13-,14-,15-/m1/s1

Standard InChI Key:  BJDCWCLMFKKGEE-ISOSDAIHSA-N

Alternative Forms

  1. Parent:

Associated Targets(Human)

A549 (127892 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MCF7 (126967 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NCI/ADR-RES (33767 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ABCB1 Tchem P-glycoprotein 1 (14716 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HEK293 (82097 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HepG2 (196354 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HL-60 (67320 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HUVEC (11049 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
U-87 MG (3946 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SH-SY5Y (11521 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDA-MB-231 (73002 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A-375 (9258 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
L02 (4864 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CCRF-CEM (65223 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ADR5000 cell line (115 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HT-29 (80576 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HCT-116 (91556 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
U-937 (7138 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
K562 (73714 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NB-4 (999 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PC-3 (62116 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
LNCaP (8286 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Lu1 (576 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A-431 (6446 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
COLO 205 (50209 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KB (17409 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PC-14 (387 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A2780 (11979 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
OVCAR-3 (48710 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HEK-293T (167025 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HeLa (62764 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Jurkat (10389 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
786-0 (47912 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HDAC1 Tclin Histone deacetylase (6747 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HDAC1 Tclin Histone deacetylase 1 (10854 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HDAC2 Tclin Histone deacetylase 2 (3971 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HDAC3 Tclin Histone deacetylase 3 (3654 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HDAC6 Tclin Histone deacetylase 6 (20808 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Huh-7 (12904 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HEp-2 (3859 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
THP-1 (11052 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CNE (323 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A 172 (535 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

MDCK (10148 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium falciparum (966862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Vero (26788 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Candida albicans (78123 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium yoelii (6656 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Chorioallantoic membrane (375 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
J774 (3120 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Human betaherpesvirus 5 (5122 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium berghei (192651 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PC-12 (7051 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SARS-CoV-2 (38078 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
P388 (20296 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
C6 (2371 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Schistosoma mansoni (6170 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rep Replicase polyprotein 1ab (11336 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Cysteine protease falcipain-2 (149 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mus musculus (284745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: YesOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 284.35Molecular Weight (Monoisotopic): 284.1624AlogP: 2.19#Rotatable Bonds: 0
Polar Surface Area: 57.15Molecular Species: NEUTRALHBA: 5HBD: 1
#RO5 Violations: 0HBA (Lipinski): 5HBD (Lipinski): 1#RO5 Violations (Lipinski): 0
CX Acidic pKa: 12.11CX Basic pKa: CX LogP: 2.84CX LogD: 2.84
Aromatic Rings: 0Heavy Atoms: 20QED Weighted: 0.69Np Likeness Score: 3.88

References

1. Xu CC, Deng T, Fan ML, Lv WB, Liu JH, Yu BY..  (2016)  Synthesis and in vitro antitumor evaluation of dihydroartemisinin-cinnamic acid ester derivatives.,  107  [PMID:26595184] [10.1016/j.ejmech.2015.11.003]
2. Zhong H, Zhao X, Zuo Z, Sun J, Yao Y, Wang T, Liu D, Zhao L..  (2016)  Combating P-glycoprotein-mediated multidrug resistance with 10-O-phenyl dihydroartemisinin ethers in MCF-7 cells.,  108  [PMID:26741854] [10.1016/j.ejmech.2015.10.040]
3. Terzić N, Konstantinović J, Tot M, Burojević J, Djurković-Djaković O, Srbljanović J, Štajner T, Verbić T, Zlatović M, Machado M, Albuquerque IS, Prudêncio M, Sciotti RJ, Pecic S, D'Alessandro S, Taramelli D, Šolaja BA..  (2016)  Reinvestigating Old Pharmacophores: Are 4-Aminoquinolines and Tetraoxanes Potential Two-Stage Antimalarials?,  59  (1): [PMID:26640981] [10.1021/acs.jmedchem.5b01374]
4. Deyou T, Gumula I, Pang F, Gruhonjic A, Mumo M, Holleran J, Duffy S, Fitzpatrick PA, Heydenreich M, Landberg G, Derese S, Avery V, Rissanen K, Erdélyi M, Yenesew A..  (2015)  Rotenoids, Flavonoids, and Chalcones from the Root Bark of Millettia usaramensis.,  78  (12): [PMID:26651537] [10.1021/acs.jnatprod.5b00581]
5. Gaur R, Pathania AS, Malik FA, Bhakuni RS, Verma RK..  (2016)  Synthesis of a series of novel dihydroartemisinin monomers and dimers containing chalcone as a linker and their anticancer activity.,  122  [PMID:27371926] [10.1016/j.ejmech.2016.06.035]
6. Zuma NH, Smit FJ, de Kock C, Combrinck J, Smith PJ, N'Da DD..  (2016)  Synthesis and biological evaluation of a series of non-hemiacetal ester derivatives of artemisinin.,  122  [PMID:27448920] [10.1016/j.ejmech.2016.07.027]
7. Nyandoro SS, Munissi JJ, Gruhonjic A, Duffy S, Pan F, Puttreddy R, Holleran JP, Fitzpatrick PA, Pelletier J, Avery VM, Rissanen K, Erdélyi M..  (2017)  Polyoxygenated Cyclohexenes and Other Constituents of Cleistochlamys kirkii Leaves.,  80  (1): [PMID:28001067] [10.1021/acs.jnatprod.6b00759]
8. Wu S, Wang Y, Liu N, Dong G, Sheng C..  (2017)  Tackling Fungal Resistance by Biofilm Inhibitors.,  60  (6): [PMID:28051303] [10.1021/acs.jmedchem.6b01203]
9. Yang Y, Yu Y, Li X, Li J, Wu Y, Yu J, Ge J, Huang Z, Jiang L, Rao Y, Yang M..  (2017)  Target Elucidation by Cocrystal Structures of NADH-Ubiquinone Oxidoreductase of Plasmodium falciparum (PfNDH2) with Small Molecule To Eliminate Drug-Resistant Malaria.,  60  (5): [PMID:28195463] [10.1021/acs.jmedchem.6b01733]
10. Blank BR, Gut J, Rosenthal PJ, Renslo AR..  (2017)  Enantioselective Synthesis and in Vivo Evaluation of Regioisomeric Analogues of the Antimalarial Arterolane.,  60  (14): [PMID:28692297] [10.1021/acs.jmedchem.7b00699]
11. Magoulas GE, Tsigkou T, Skondra L, Lamprou M, Tsoukala P, Kokkinogouli V, Pantazaka E, Papaioannou D, Athanassopoulos CM, Papadimitriou E..  (2017)  Synthesis of nοvel artemisinin dimers with polyamine linkers and evaluation of their potential as anticancer agents.,  25  (14): [PMID:28549888] [10.1016/j.bmc.2017.05.018]
12. Neelarapu R, Maignan JR, Lichorowic CL, Monastyrskyi A, Mutka TS, LaCrue AN, Blake LD, Casandra D, Mashkouri S, Burrows JN, Willis PA, Kyle DE, Manetsch R..  (2018)  Design and Synthesis of Orally Bioavailable Piperazine Substituted 4(1H)-Quinolones with Potent Antimalarial Activity: Structure-Activity and Structure-Property Relationship Studies.,  61  (4): [PMID:29215279] [10.1021/acs.jmedchem.7b00738]
13. Li S, Li G, Yang X, Meng Q, Yuan S, He Y, Sun D..  (2018)  Design, synthesis and biological evaluation of artemisinin derivatives containing fluorine atoms as anticancer agents.,  28  (13): [PMID:29789258] [10.1016/j.bmcl.2018.05.035]
14. Çapcı Karagöz A, Reiter C, Seo EJ, Gruber L, Hahn F, Leidenberger M, Klein V, Hampel F, Friedrich O, Marschall M, Kappes B, Efferth T, Tsogoeva SB..  (2018)  Access to new highly potent antileukemia, antiviral and antimalarial agents via hybridization of natural products (homo)egonol, thymoquinone and artemisinin.,  26  (12): [PMID:29887512] [10.1016/j.bmc.2018.05.041]
15. Robertson LP, Duffy S, Wang Y, Wang D, Avery VM, Carroll AR..  (2017)  Pimentelamines A-C, Indole Alkaloids Isolated from the Leaves of the Australian Tree Flindersia pimenteliana.,  80  (12): [PMID:29236492] [10.1021/acs.jnatprod.7b00587]
16. Cabrera DG, Horatscheck A, Wilson CR, Basarab G, Eyermann CJ, Chibale K..  (2018)  Plasmodial Kinase Inhibitors: License to Cure?,  61  (18): [PMID:29771541] [10.1021/acs.jmedchem.8b00329]
17. Fröhlich T, Reiter C, Saeed MEM, Hutterer C, Hahn F, Leidenberger M, Friedrich O, Kappes B, Marschall M, Efferth T, Tsogoeva SB..  (2018)  Synthesis of Thymoquinone-Artemisinin Hybrids: New Potent Antileukemia, Antiviral, and Antimalarial Agents.,  (6): [PMID:29937978] [10.1021/acsmedchemlett.7b00412]
18. Yu H, Hou Z, Tian Y, Mou Y, Guo C..  (2018)  Design, synthesis, cytotoxicity and mechanism of novel dihydroartemisinin-coumarin hybrids as potential anti-cancer agents.,  151  [PMID:29649740] [10.1016/j.ejmech.2018.04.005]
19. Peng T, Gong J, Jin Y, Zhou Y, Tong R, Wei X, Bai L, Shi J..  (2018)  Inhibitors of phosphodiesterase as cancer therapeutics.,  150  [PMID:29574203] [10.1016/j.ejmech.2018.03.046]
20. Zhang N, Yu Z, Yang X, Hu P, He Y..  (2018)  Synthesis of novel ring-contracted artemisinin dimers with potent anticancer activities.,  150  [PMID:29597166] [10.1016/j.ejmech.2018.03.010]
21. Luan S, Zhong H, Zhao X, Yang J, Jing Y, Liu D, Zhao L..  (2017)  Synthesis, anticancer evaluation and pharmacokinetic study of novel 10-O-phenyl ethers of dihydroartemisinin.,  141  [PMID:29102180] [10.1016/j.ejmech.2017.10.023]
22. Bernhard Ellinger, Denisa Bojkova, Andrea Zaliani, Jindrich Cinatl, Carsten Claussen, Sandra Westhaus, Jeanette Reinshagen, Maria Kuzikov, Markus Wolf, Gerd Geisslinger, Philip Gribbon, Sandra Ciesek.  (2020)  Identification of inhibitors of SARS-CoV-2 in-vitro cellular toxicity in human (Caco-2) cells using a large scale drug repurposing collection,  [10.21203/rs.3.rs-23951/v1]
23. Das D, Hong J..  (2019)  Recent advancements of 4-aminoquinazoline derivatives as kinase inhibitors and their applications in medicinal chemistry.,  170  [PMID:30878832] [10.1016/j.ejmech.2019.03.004]
24. Xu Z, Zhao SJ, Liu Y..  (2019)  1,2,3-Triazole-containing hybrids as potential anticancer agents: Current developments, action mechanisms and structure-activity relationships.,  183  [PMID:31546197] [10.1016/j.ejmech.2019.111700]
25. Taleghani A, Emami SA, Tayarani-Najaran Z..  (2020)  Artemisia: a promising plant for the treatment of cancer.,  28  (1): [PMID:31784199] [10.1016/j.bmc.2019.115180]
26. Gour R, Ahmad F, Prajapati SK, Giri SK, Lal Karna SK, Kartha KPR, Pokharel YR..  (2019)  Synthesis of novel S-linked dihydroartemisinin derivatives and evaluation of their anticancer activity.,  178  [PMID:31216504] [10.1016/j.ejmech.2019.06.018]
27. Karagöz AÇ, Leidenberger M, Hahn F, Hampel F, Friedrich O, Marschall M, Kappes B, Tsogoeva SB..  (2019)  Synthesis of new betulinic acid/betulin-derived dimers and hybrids with potent antimalarial and antiviral activities.,  27  (1): [PMID:30503412] [10.1016/j.bmc.2018.11.018]
28. Vinh NB, Drinkwater N, Malcolm TR, Kassiou M, Lucantoni L, Grin PM, Butler GS, Duffy S, Overall CM, Avery VM, Scammells PJ, McGowan S..  (2019)  Hydroxamic Acid Inhibitors Provide Cross-Species Inhibition of Plasmodium M1 and M17 Aminopeptidases.,  62  (2): [PMID:30537832] [10.1021/acs.jmedchem.8b01310]
29. Wu J, Wang X, Chiu FCK, Häberli C, Shackleford DM, Ryan E, Kamaraj S, Bulbule VJ, Wallick AI, Dong Y, White KL, Davis PH, Charman SA, Keiser J, Vennerstrom JL..  (2020)  Structure-Activity Relationship of Antischistosomal Ozonide Carboxylic Acids.,  63  (7): [PMID:32134263] [10.1021/acs.jmedchem.0c00069]
30. Gao C, Chang L, Xu Z, Yan XF, Ding C, Zhao F, Wu X, Feng LS..  (2019)  Recent advances of tetrazole derivatives as potential anti-tubercular and anti-malarial agents.,  163  [PMID:30530192] [10.1016/j.ejmech.2018.12.001]
31. Maignan JR, Lichorowic CL, Giarrusso J, Blake LD, Casandra D, Mutka TS, LaCrue AN, Burrows JN, Willis PA, Kyle DE, Manetsch R..  (2016)  ICI 56,780 Optimization: Structure-Activity Relationship Studies of 7-(2-Phenoxyethoxy)-4(1H)-quinolones with Antimalarial Activity.,  59  (14): [PMID:27291102] [10.1021/acs.jmedchem.6b00759]
32. Xue L, Shi DH, Harjani JR, Huang F, Beveridge JG, Dingjan T, Ban K, Diab S, Duffy S, Lucantoni L, Fletcher S, Chiu FCK, Blundell S, Ellis K, Ralph SA, Wirjanata G, Teguh S, Noviyanti R, Chavchich M, Creek D, Price RN, Marfurt J, Charman SA, Cuellar ME, Strasser JM, Dahlin JL, Walters MA, Edstein MD, Avery VM, Baell JB..  (2019)  3,3'-Disubstituted 5,5'-Bi(1,2,4-triazine) Derivatives with Potent in Vitro and in Vivo Antimalarial Activity.,  62  (5): [PMID:30715882] [10.1021/acs.jmedchem.8b01799]
33. Robertson LP, Lucantoni L, Duffy S, Avery VM, Carroll AR..  (2019)  Acrotrione: An Oxidized Xanthene from the Roots of Acronychia pubescens.,  82  (4): [PMID:30865443] [10.1021/acs.jnatprod.8b00956]
34. Maria Kuzikov, Elisa Costanzi, Jeanette Reinshagen, Francesca Esposito, Laura Vangeel, Markus Wolf, Bernhard Ellinger, Carsten Claussen, Gerd Geisslinger, Angela Corona, Daniela Iaconis, Carmine Talarico, Candida Manelfi, Rolando Cannalire, Giulia Rossetti, Jonas Gossen, Simone Albani, Francesco Musiani, Katja Herzog, Yang Ye, Barbara Giabbai, Nicola Demitri, Dirk Jochmans, Steven De Jonghe, Jasper Rymenants, Vincenzo Summa, Enzo Tramontano, Andrea R. Beccari, Pieter Leyssen, Paola Storici, Johan Neyts, Philip Gribbon, and Andrea Zaliani.  (2020)  Identification of inhibitors of SARS-Cov2 M-Pro enzymatic activity using a small molecule repurposing screen,  [10.6019/CHEMBL4495564]
35. Andrea Zaliani, Laura Vangeel, Jeanette Reinshagen, Daniela Iaconis, Maria Kuzikov, Oliver Keminer, Markus Wolf, Bernhard Ellinger, Francesca Esposito, Angela Corona, Enzo Tramontano, Candida Manelfi, Katja Herzog, Dirk Jochmans, Steven De Jonghe, Winston Chiu, Thibault Francken, Joost Schepers, Caroline Collard, Kayvan Abbasi, Carsten Claussen , Vincenzo Summa, Andrea R. Beccari, Johan Neyts, Philip Gribbon and Pieter Leyssen.  (2020)  Cytopathic SARS-Cov2 screening on VERO-E6 cells in a large repurposing effort,  [10.6019/CHEMBL4495565]
36. Maeda G, Munissi JJE, Lindblad S, Duffy S, Pelletier J, Avery VM, Nyandoro SS, Erdélyi M..  (2020)  A Meroisoprenoid, Heptenolides, and C-Benzylated Flavonoids from Sphaerocoryne gracilis ssp. gracilis.,  83  (2): [PMID:32067457] [10.1021/acs.jnatprod.9b00721]
37. Kancharla P, Dodean RA, Li Y, Pou S, Pybus B, Melendez V, Read L, Bane CE, Vesely B, Kreishman-Deitrick M, Black C, Li Q, Sciotti RJ, Olmeda R, Luong TL, Gaona H, Potter B, Sousa J, Marcsisin S, Caridha D, Xie L, Vuong C, Zeng Q, Zhang J, Zhang P, Lin H, Butler K, Roncal N, Gaynor-Ohnstad L, Leed SE, Nolan C, Ceja FG, Rasmussen SA, Tumwebaze PK, Rosenthal PJ, Mu J, Bayles BR, Cooper RA, Reynolds KA, Smilkstein MJ, Riscoe MK, Kelly JX..  (2020)  Lead Optimization of Second-Generation Acridones as Broad-Spectrum Antimalarials.,  63  (11): [PMID:32390431] [10.1021/acs.jmedchem.0c00539]
38. Hanan EJ,Liang J,Wang X,Blake RA,Blaquiere N,Staben ST.  (2020)  Monomeric Targeted Protein Degraders.,  63  (20.0): [PMID:32352776] [10.1021/acs.jmedchem.0c00093]
39. Isaka M,Chinthanom P,Choeyklin R,Thummarukcharoen T,Rachtawee P,Sappan M,Srichomthong K,Fujii R,Kawashima K,Mori S.  (2020)  Highly Modified Lanostane Triterpenes from the Wood-Rot Basidiomycete Ganoderma colossus: Comparative Chemical Investigations of Natural and Artificially Cultivated Fruiting Bodies and Mycelial Cultures.,  83  (7.0): [PMID:32639735] [10.1021/acs.jnatprod.9b00947]
40. Huang G,Murillo Solano C,Melendez J,Shaw J,Collins J,Banks R,Arshadi AK,Boonhok R,Min H,Miao J,Chakrabarti D,Yuan Y.  (2020)  Synthesis, Structure-Activity Relationship, and Antimalarial Efficacy of 6-Chloro-2-arylvinylquinolines.,  63  (20.0): [PMID:32959656] [10.1021/acs.jmedchem.0c00858]
41. Kleks G,Holland DC,Kennedy EK,Avery VM,Carroll AR.  (2020)  Antiplasmodial Alkaloids from the Australian Bryozoan Amathia lamourouxi.,  83  (11): [PMID:33105995] [10.1021/acs.jnatprod.0c00929]
42. Li R,Ling D,Tang T,Huang Z,Wang M,Ding Y,Liu T,Wei H,Xu W,Mao F,Zhu J,Li X,Jiang L,Li J.  (2021)  Discovery of Novel Plasmodium falciparum HDAC1 Inhibitors with Dual-Stage Antimalarial Potency and Improved Safety Based on the Clinical Anticancer Drug Candidate Quisinostat.,  64  (4.0): [PMID:33541085] [10.1021/acs.jmedchem.0c02104]
43. Huang G,Solano CM,Melendez J,Yu-Alfonzo S,Boonhok R,Min H,Miao J,Chakrabarti D,Yuan Y.  (2021)  Discovery of fast-acting dual-stage antimalarial agents by profiling pyridylvinylquinoline chemical space via copper catalyzed azide-alkyne cycloadditions.,  209  [PMID:33045660] [10.1016/j.ejmech.2020.112889]
44. Zou X, Liu C, Li C, Fu R, Xu W, Bian H, Dong X, Zhao X, Xu Z, Zhang J, Shen Z..  (2021)  Study on the structure-activity relationship of dihydroartemisinin derivatives: Discovery, synthesis, and biological evaluation of dihydroartemisinin-bile acid conjugates as potential anticancer agents.,  225  [PMID:34399390] [10.1016/j.ejmech.2021.113754]
45. Saepua S, Kornsakulkarn J, Choowong W, Suriyachadkun C, Boonlarppradab C, Thongpanchang C..  (2021)  Antimicrobial and Cytotoxic Angucyclic Quinones from Actinomadura miaoliensis.,  84  (11.0): [PMID:34748348] [10.1021/acs.jnatprod.1c00232]
46. Woodley CM, Nixon GL, Basilico N, Parapini S, Hong WD, Ward SA, Biagini GA, Leung SC, Taramelli D, Onuma K, Hasebe T, O'Neill PM..  (2021)  Enantioselective Synthesis and Profiling of Potent, Nonlinear Analogues of Antimalarial Tetraoxanes E209 and N205.,  12  (7.0): [PMID:34267877] [10.1021/acsmedchemlett.1c00031]
47. Devine SM, Challis MP, Kigotho JK, Siddiqui G, De Paoli A, MacRaild CA, Avery VM, Creek DJ, Norton RS, Scammells PJ..  (2021)  Discovery and development of 2-aminobenzimidazoles as potent antimalarials.,  221  [PMID:34058708] [10.1016/j.ejmech.2021.113518]
48. Aratikatla EK, Kalamuddin M, Rana KC, Datta G, Asad M, Sundararaman S, Malhotra P, Mohmmed A, Bhattacharya AK..  (2021)  Combating multi-drug resistant malaria parasite by inhibiting falcipain-2 and heme-polymerization: Artemisinin-peptidyl vinyl phosphonate hybrid molecules as new antimalarials.,  220  [PMID:33901900] [10.1016/j.ejmech.2021.113454]
49. Monastyrskyi A, Brockmeyer F, LaCrue AN, Zhao Y, Maher SP, Maignan JR, Padin-Irizarry V, Sakhno YI, Parvatkar PT, Asakawa AH, Huang L, Casandra D, Mashkouri S, Kyle DE, Manetsch R..  (2021)  Aminoalkoxycarbonyloxymethyl Ether Prodrugs with a pH-Triggered Release Mechanism: A Case Study Improving the Solubility, Bioavailability, and Efficacy of Antimalarial 4(1H)-Quinolones with Single Dose Cures.,  64  (10.0): [PMID:33979164] [10.1021/acs.jmedchem.0c01104]
50. Nardella F, Halby L, Dobrescu I, Viluma J, Bon C, Claes A, Cadet-Daniel V, Tafit A, Roesch C, Hammam E, Erdmann D, Mairet-Khedim M, Peronet R, Mecheri S, Witkowski B, Scherf A, Arimondo PB..  (2021)  Procainamide-SAHA Fused Inhibitors of hHDAC6 Tackle Multidrug-Resistant Malaria Parasites.,  64  (14.0): [PMID:34185525] [10.1021/acs.jmedchem.1c00821]
51. Wang M, Tang T, Li R, Huang Z, Ling D, Zheng L, Ding Y, Liu T, Xu W, Zhu F, Min H, Boonhok R, Mao F, Zhu J, Li X, Jiang L, Li J..  (2022)  Drug Repurposing of Quisinostat to Discover Novel Plasmodium falciparum HDAC1 Inhibitors with Enhanced Triple-Stage Antimalarial Activity and Improved Safety.,  65  (5.0): [PMID:35175762] [10.1021/acs.jmedchem.1c01993]
52. Toviwek B, Riley J, Mutter N, Anderson M, Webster L, Hallyburton I, Gleeson D, Read KD, Gleeson MP..  (2022)  Preparation, biological evaluation and QSAR analysis of urea substituted 2,4-diamino-pyrimidine anti-malarials.,  13  (12.0): [PMID:36561069] [10.1039/d2md00218c]
53. Yang J, Wang Y, Guan W, Su W, Li G, Zhang S, Yao H..  (2022)  Spiral molecules with antimalarial activities: A review.,  237  [PMID:35461019] [10.1016/j.ejmech.2022.114361]
54. Lei Z, Wu H, Yang Y, Hu Q, Lei Y, Liu W, Nie Y, Yang L, Zhang X, Yang C, Lin T, Tong F, Zhu J, Guo J..  (2022)  Dihydroartemisinin improves hypercholesterolemia in ovariectomized mice via enhancing vectorial transport of cholesterol and bile acids from blood to bile.,  53  [PMID:34847494] [10.1016/j.bmc.2021.116520]
55. Zhang Y, Lv J, Zhang S, Yang H, Shen J, Du C, Jiang X, Aisa HA..  (2022)  Synthesis and biological evaluation of artemisinin derivatives as potential MS agents.,  64  [PMID:35304225] [10.1016/j.bmcl.2022.128682]
56. Dai T, Lin L, Chen H, Lu W, Yang X, Yang L, Liu Y, Cui J, Sun D..  (2022)  Novel nitrogen mustard-artemisinin hybrids with potent anti-leukemia action through DNA damage and activation of GPx.,  244  [PMID:36240546] [10.1016/j.ejmech.2022.114783]
57. Singh P, Sharma C, Sharma B, Mishra A, Agarwal D, Kannan D, Held J, Singh S, Awasthi SK..  (2022)  N-sulfonylpiperidinedispiro-1,2,4,5-tetraoxanes exhibit potent in vitro antiplasmodial activity and in vivo efficacy in mice infected with P. berghei ANKA.,  244  [PMID:36306538] [10.1016/j.ejmech.2022.114774]
58. Yin L, Liu P, Jin Y, Ning Z, Yang Y, Gao H..  (2022)  Ferroptosis-related small-molecule compounds in cancer therapy: Strategies and applications.,  244  [PMID:36332549] [10.1016/j.ejmech.2022.114861]