Triterpene Glycosides from the Far Eastern Sea Cucumber Pentamera calcigera II:  Disulfated Glycosides

• Published in: Journal of natural products (Washington, D.C.) Vol. 63; no. 10; pp. 1349 - 1355
• Main Authors: Avilov, Sergey A, Antonov, Alexandr S, Drozdova, Olga A, Kalinin, Vladimir I, Kalinovsky, Anatoly I, Riguera, Ricardo, Lenis, Luis A, Jiménez, Carlos
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 01.10.2000; Amer Chemical Soc
• Subjects: Animals; calcigeroside D1; calcigeroside D2; calcigeroside E; Chemistry, Medicinal; Glycosides - chemistry; Glycosides - isolation & purification; Holothuria; Life Sciences & Biomedicine; Magnetic Resonance Spectroscopy; Marine; natural products; Pentamera calcigera; Pharmacology & Pharmacy; Plant Sciences; Science & Technology; Sea Cucumbers - chemistry; triterpene glycosides; Triterpenes - chemistry; Triterpenes - isolation & purification; INW, Russia; CUCUMARIA
• ISSN: 0163-3864; 1520-6025
• DOI: 10.1021/np000002x

Three new triterpene glycosides, calcigerosides D1 (1), D2 (2), and E (3), have been isolated from the sea cucumber Pentamera calcigera. Their structures have been deduced from extensive spectral analysis (NMR and MS) and chemical evidence. All the compounds are disulfated pentaosides differing in aglycon structure and position of sulfate group, which were determined by the measurement of NT1 values in the cases of glycosides 1 and 2. Glycoside 1 is a nonholostane derivative, that is, it lacks an 18(20)-lactone, which is very rare among the sea cucumber glycosides.