title: Colochiroside E, an Unusual Non-holostane Triterpene Sulfated Trioside from the Sea Cucumber Colochirus robustus and Evidence of the Impossibility of a 7(8)-Double Bond Migration in Lanostane Derivatives having an 18(16)-Lactone.
abstract: The unusual non-holostane triterpene glycoside, colochiroside E (1) was isolated from the sea cucumber Colochirus robustus (Cucumariidae, Dendrochirotida). The structure of 1 was established by analysis of 1D, 2D NMR and HRESI MS data. Colochiroside E (1) belongs to a rare group of glycosylated 9β-H-lanosta-18(16)-lactones and has an unprecedented sulfated trisaccharide carbohydrate chain consisting of two glucose and one xylose units. In contrast with (9β-H)-7(8)-unsaturated holostane glycosides, the 7(8)-double bond in the having (9β-H)-configuration aglycone of colochiroside E is not capable of migration into the 8(9)- and then into the 9(11)-position on treatment with HCl. The formation of a chlorine derivative of 1 was observed under these conditions.
authors.forename: Alexandra S
authors.initials: AS
authors.lastname: Silchenko
authors.forename: Anatoly I
authors.initials: AI
authors.lastname: Kalinovsky
authors.forename: Sergey A
authors.initials: SA
authors.lastname: Avilov
authors.forename: Pelageya V
authors.initials: PV
authors.lastname: Andryjaschenko
authors.forename: Pavel S
authors.initials: PS
authors.lastname: Dmitrenok
authors.forename: Ekaterina A
authors.initials: EA
authors.lastname: Yurchenko
authors.forename: Igor Yu
authors.initials: IY
authors.lastname: Dolmatov
authors.forename: Salim Sh
authors.initials: SSh
authors.lastname: Dautov
authors.forename: Valentin A
authors.initials: VA
authors.lastname: Stonik
authors.forename: Vladimir I
authors.initials: VI
authors.lastname: Kalinin
mesh_terms: D000818:Animals; D045744:Cell Line, Tumor; D006027:Glycosides / Q000737:chemistry*; D007783:Lactones / Q000737:chemistry*; D015394:Molecular Structure; D012616:Sea Cucumbers / Q000737:chemistry*; D013431:Sulfates / Q000737:chemistry; D014315:Triterpenes / Q000737:chemistry*
chemical_list: D006027:Glycosides; D007783:Lactones; D013431:Sulfates; D014315:Triterpenes