Nobilisides A - C, three new triterpene glycosides from the sea cucumber Holothuria nobilis.
Three new triterpene glycosides, named nobilisides A ( 1), B ( 2) and C ( 3), were isolated from the sea cucumber Holothuria nobilis Selenka. Their structures were deduced by extensive spectral analysis and chemical evidence. Compounds 1 and 3 are non-sulfated monoglycosides while 2 is a sulfated diglycoside. The presence of two conjugated double bonds [22 E,24-diene and 7,9(11)-diene] in the aglycone of 1 is a rare structural feature among sea cucumber glycosides, while 2 and 3 possess the same 22,25-epoxy moiety as their side chains. All three glycosides exhibited significant cytotoxicity against human tumor cell lines.
Wu
Jun
J
Research Center for Marine Drugs, College of Pharmacy, Second Military Medical University, Shanghai, PR China.
Yi
Yang-Hua
YH
Tang
Hai-Feng
HF
Wu
Hou-Ming
HM
Zou
Zhen-Rong
ZR
Lin
Hou-Wen
HW
D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification / Q000633:toxicity; D045744:Cell Line, Tumor; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification / Q000633:toxicity; D047332:Holothuria / Q000737:chemistry*; D006801:Humans; D019906:Nuclear Magnetic Resonance, Biomolecular; D012503:Saponins / Q000737:chemistry* / Q000302:isolation & purification / Q000633:toxicity; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification / Q000633:toxicity
C515793:16-acetoxy-3-O-xylopyranosyl-22,25-epoxyholosta-9(11)-ene-3,12,17-triol; C515792:3-O-(glucopyranosyl-(1-2)-4-O-sodiumsulfate-xylopyranosyl)-22,25-epoxyholosta-9(11)-ene-3,17-diol; C515791:3-O-xylopyranosylholosta-7,9(11),22,24-tetraene-3,17-diol; D000972:Antineoplastic Agents, Phytogenic; D006027:Glycosides; D012503:Saponins; D014315:Triterpenes