Novel bioactive dammarane caffeoyl esters from Celastrus rosthornianus.
Three new dammar-type triterpenoid caffeates (1-3) were isolated from the stalks of Celastrus rosthornianus Loes. Their structures were established through various spectral studies as 3beta,20(S),24(S)-trihydroxyldammar-25-ene 3-caffeate (1), 3beta,20(S),24(R)-trihydroxyldammar-25-ene 3-caffeate (2) and 3beta,20(S),25-trihydroxyldammar-23(Z)-ene 3-caffeate (3), respectively. The three new compounds (1-3) showed strong antitumor activity against the human cervical squamous carcinoma cell line with IC (50) values of 6.4, 5.3 and 6.5 microg/mL, respectively. The biological analyses of 1-3 and their hydrolysates 1a-3a indicated that the caffeoyl group could increase the bioactivity.
Wang
Kui-wu
KW
Department of Chemistry, Zhejiang University, Hangzhou, P. R. China.
Sun
Cui-rong
CR
Wu
Xiao-dan
XD
Pan
Yuan-jiang
YJ
D002109:Caffeic Acids / Q000008:administration & dosage / Q000737:chemistry / Q000494:pharmacology / Q000627:therapeutic use; D002294:Carcinoma, Squamous Cell / Q000188:drug therapy; D031247:Celastrus; D045744:Cell Line, Tumor / Q000187:drug effects; D004952:Esters / Q000008:administration & dosage / Q000737:chemistry / Q000494:pharmacology / Q000627:therapeutic use; D005260:Female; D006801:Humans; D020128:Inhibitory Concentration 50; D010936:Plant Extracts / Q000008:administration & dosage / Q000737:chemistry / Q000494:pharmacology* / Q000627:therapeutic use; D013329:Structure-Activity Relationship; D014315:Triterpenes / Q000008:administration & dosage / Q000737:chemistry / Q000494:pharmacology / Q000627:therapeutic use; D002583:Uterine Cervical Neoplasms / Q000188:drug therapy; D000097669:Dammaranes
D002109:Caffeic Acids; D004952:Esters; D010936:Plant Extracts; D014315:Triterpenes; D000097669:Dammaranes