New furostanol saponins from Smilax aspera L. and their in vitro cytotoxicity.
The occurrence of the two new cis-fused A/B rings furostanol saponins (25S)-26-O-β-D-glucopyranosyl-5β-furostan-1β,3β,22α,26-tetraol-1-O-β-D-glucopyranoside and (25S)-26-O-β-D-glucopyranosyl-5β-furostan-1β,2β,3β,5β,22α,26-hexaol and the known compounds (25S)-26-O-β-D-glucopyranosyl-5β-furostan-3β,22α,26-triol-3-O-α-L-rhamnopyranosyl-(1 → 2)-O-β-D-glucopyranosyl-(1 → 2)-O-β-D-glucopyranoside and (25S)-26-O-β-D-glucopyranosyl-5β-furostan-3β,22α,26-triol-3-O-β-D-glucopyranosyl-(1 → 2)-O-β-D-glucopyranoside, trans-resveratrol, (+) catechin and (-) epicatechin in the rhizomes of Smilax aspera is reported. All saponins have been isolated as their 22-OMe derivatives, which were further subjected to extensive spectroscopic analysis. The isolated furostanol saponins were evaluated for cytotoxic activity against human normal amniotic and human lung carcinoma cell lines using neutral red and MTT assays. In vitro experiments showed significant cytotoxicity in a dose dependent manner with IC(50) values in the range of 32.98-94.53 µM.
Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences, 1113 Sofia, Bulgaria. ivanova111@yahoo.com
Antoaneta
A
Ivanova
Bozhanka
B
Mikhova
Tsvetelina
T
Batsalova
Balik
B
Dzhambazov
Ivanka
I
Kostova
D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification / Q000627:therapeutic use*; D002460:Cell Line; D004305:Dose-Response Relationship, Drug; D006801:Humans; D008175:Lung Neoplasms / Q000188:drug therapy*; D015394:Molecular Structure; D008517:Phytotherapy; D010936:Plant Extracts / Q000737:chemistry / Q000627:therapeutic use*; D027343:Rhizome; D012503:Saponins / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology / Q000627:therapeutic use*; D032281:Smilax / Q000737:chemistry*; D013261:Sterols / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology / Q000627:therapeutic use*
C560471:(25S)-26-O-beta-D-glucopyranosyl-5beta-furostan-1beta,2beta,3beta,5beta,22alpha,26-hexaol; C560472:(25S)-26-O-beta-D-glucopyranosyl-5beta-furostan-1beta,3beta,22alpha,26-tetraol-1-O-beta-D-glucopyranoside; D000972:Antineoplastic Agents, Phytogenic; D010936:Plant Extracts; D012503:Saponins; D013261:Sterols; C521858:furostanol saponin I