Studies on chemical constituents of Gracilaria verrucosa

• Published in: Natural product research 2008-12, Vol.22 (18), p.1589-1596
• Main Authors: Aydoğmuş, Zeynep, Topcu, Gülaçtı, Güven, Kasim Cemal
• Format: Article
• Language: English
• Subjects: (24R)-5α-stigmast-9 > en-3β-D-glucopyranoside; 3,4-dimethyl-5-carboxyclic acid-1-oxacyclopent-3-en-2-one; 4-Butyrolactone - analogs & derivatives; fatty acid; Fatty Acids - chemistry; Fatty Acids - isolation & purification; Fatty Acids, Monounsaturated - chemistry; Fatty Acids, Monounsaturated - isolation & purification; Gas Chromatography-Mass Spectrometry; Glucosides; Gracilaria - chemistry; Gracilaria verrucosa; Marine; Molecular Structure; Nuclear Magnetic Resonance, Biomolecular; Stereoisomerism; sterol; Stigmasterol - analogs & derivatives
• ISSN: 1478-6419; 1478-6427
• DOI: 10.1080/14786410701838130

A new sterol glucoside, (24R)-5α-stigmast-9-(11)-en-3β-D-glucopyranoside (1) has been isolated from a methanol extract of the red alga Gracilaria verrucosa, while cholesterol and (Z)-9-hexadecenoic acid (palmitoleic acid) have been isolated from a dichloromethane-acetone extract of the same alga. Additionally, an oily fraction of a dichloromethane-acetone extract has been investigated by gas chromatography/mass spectrometry (GC/MS). The main components in the oily fraction were heneicosanoic acid (49.8%), (Z)-9-octadecenoic acid (15.8%), and 15-tetracosenoic acid (15.6%) in addition to a few hydrocarbons, simple aromatics and a new compound, namely 3,4-dimethyl-5-carboxyclic acid-1-oxacyclopent-3-en-2-one. The structures of the isolated compounds have been elucidated by spectroscopic methods.