<i>seco</i>-Pregnane Glycosides from Australian Caustic Vine (<i>Cynanchum viminale</i> subsp. <i>australe</i>).

Basic Information

ID: ALA5252578

Journal: J Nat Prod

Title: seco-Pregnane Glycosides from Australian Caustic Vine (Cynanchum viminale subsp. australe).

Authors: Xue Y, Savchenko AI, Agnew-Francis KA, Miles JA, Holt T, Lu H, Chow S, Forster PI, Boyle GM, Ross BP, Fischer K, Kutateladze AG, Williams CM.

Abstract: Cynanchum viminale subsp. australe, more commonly known as caustic vine, is a leafless succulent that grows in the northern arid zone of Australia. Toxicity toward livestock has been reported for this species, along with use in traditional medicine and its potential anticancer activity. Disclosed herein are novel seco-pregnane aglycones cynavimigenin A (5) and cynaviminoside A (6), together with new pregnane glycosides cynaviminoside B (7) and cynavimigenin B (8). Cynavimigenin B (8) contains an unprecedented 7-oxobicyclo[2.2.1]heptane moiety in the seco-pregnane series, likely arising from a pinacol-type rearrangement. Interestingly, these isolates displayed only limited cytotoxicity in cancer and normal human cell lines, in addition to low activity against acetylcholinesterase and Sarcoptes scabiei bioassays, suggesting that 5-8 are not associated with the reported toxicity of this plant species.

CiteXplore: 36795946

DOI: 10.1021/acs.jnatprod.2c01037

Patent ID: