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Studies on the constituents of Luffa acutangula Roxb. I. Structures of acutosides A--G, oleanane-type triterpene saponins isolated from the herb.
Chem Pharm Bull (Tokyo). 1991 Mar; 39(3):599-606.CP

Abstract

From the herb of Luffa acutangula ROXB. (Cucurbitaceae), seven oleanane-type triterpene saponins, acutosides A--G, were isolated and their structures were determined. Acutoside A is oleanolic acid 3-O-beta-D-glucopyranosyl-(1----2)-beta-D-glucopyranoside. Acutosides B, D, E, F and G have a common prosapogenin structure, acutoside A, and only differ in the structures of the ester-linked sugar moieties. Acutoside B is a 28-O-[O-beta-D-xylopyranosyl-(1----4)-O-alpha-L-rhamnopyranosyl-(1----2) -alpha-L-arabinopyranosyl] ester, D is a 28-O-[O-beta-D-xylopyranosyl-(1----3)-O-beta-D-xylopyranosyl-(1----4)-O- alpha-L-rhamnopyranosyl-(1----2)-alpha-L-arabinopyranosyl] ester, E is a 28-O-[O-alpha-L-arabinopyranosyl-(1----3)-O-beta-D-xylopyranosyl-(1----4)-O-alpha-L-rhamnopyranosyl-(1----2)-alpha-L-arabinopyranosyl] ester, F is a 28-O-[O-beta-D-xylopyranosyl-(1----3)-[O-beta-D-xylopyranosyl-(1----4)-O -alpha-L-rhamnopyranosyl-(1----2)-alpha-L-arabinopyranosyl] ester, and G is a 28-O-beta-D-xylopyranosyl-(1----3)-[O-alpha-L-arabinopyranosyl-(1- ---3)-O-beta-D-xylopyranosyl-(1----4)]-O-alpha-L- rhamnopyranosyl-(1----2)-alpha-L-arabinopyranosyl] ester. Acutoside C is a machaelinic acid (=21 beta-hydroxyoleanolic acid) saponin having the same sugar moiety as that of acutoside B.

Authors+Show Affiliations

Nagao T
Faculty of Pharmaceutical Sciences, Fukuoka University, Japan.
Tanaka R
No affiliation info available
Iwase Y
No affiliation info available
Hanazono H
No affiliation info available
Okabe H
No affiliation info available

MeSH

Carbohydrate SequenceMolecular Sequence DataPlants, MedicinalSaponinsTriterpenes

Pub Type(s)

Journal Article

Language

eng

PubMed ID

1863290

Citation

Nagao, T, et al. "Studies On the Constituents of Luffa Acutangula Roxb. I. Structures of Acutosides A--G, Oleanane-type Triterpene Saponins Isolated From the Herb." Chemical & Pharmaceutical Bulletin, vol. 39, no. 3, 1991, pp. 599-606.
Nagao T, Tanaka R, Iwase Y, et al. Studies on the constituents of Luffa acutangula Roxb. I. Structures of acutosides A--G, oleanane-type triterpene saponins isolated from the herb. Chem Pharm Bull (Tokyo). 1991;39(3):599-606.
Nagao, T., Tanaka, R., Iwase, Y., Hanazono, H., & Okabe, H. (1991). Studies on the constituents of Luffa acutangula Roxb. I. Structures of acutosides A--G, oleanane-type triterpene saponins isolated from the herb. Chemical & Pharmaceutical Bulletin, 39(3), 599-606.
Nagao T, et al. Studies On the Constituents of Luffa Acutangula Roxb. I. Structures of Acutosides A--G, Oleanane-type Triterpene Saponins Isolated From the Herb. Chem Pharm Bull (Tokyo). 1991;39(3):599-606. PubMed PMID: 1863290.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Studies on the constituents of Luffa acutangula Roxb. I. Structures of acutosides A--G, oleanane-type triterpene saponins isolated from the herb. AU - Nagao,T, AU - Tanaka,R, AU - Iwase,Y, AU - Hanazono,H, AU - Okabe,H, PY - 1991/3/1/pubmed PY - 1991/3/1/medline PY - 1991/3/1/entrez SP - 599 EP - 606 JF - Chemical & pharmaceutical bulletin JO - Chem Pharm Bull (Tokyo) VL - 39 IS - 3 N2 - From the herb of Luffa acutangula ROXB. (Cucurbitaceae), seven oleanane-type triterpene saponins, acutosides A--G, were isolated and their structures were determined. Acutoside A is oleanolic acid 3-O-beta-D-glucopyranosyl-(1----2)-beta-D-glucopyranoside. Acutosides B, D, E, F and G have a common prosapogenin structure, acutoside A, and only differ in the structures of the ester-linked sugar moieties. Acutoside B is a 28-O-[O-beta-D-xylopyranosyl-(1----4)-O-alpha-L-rhamnopyranosyl-(1----2) -alpha-L-arabinopyranosyl] ester, D is a 28-O-[O-beta-D-xylopyranosyl-(1----3)-O-beta-D-xylopyranosyl-(1----4)-O- alpha-L-rhamnopyranosyl-(1----2)-alpha-L-arabinopyranosyl] ester, E is a 28-O-[O-alpha-L-arabinopyranosyl-(1----3)-O-beta-D-xylopyranosyl-(1----4)-O-alpha-L-rhamnopyranosyl-(1----2)-alpha-L-arabinopyranosyl] ester, F is a 28-O-[O-beta-D-xylopyranosyl-(1----3)-[O-beta-D-xylopyranosyl-(1----4)-O -alpha-L-rhamnopyranosyl-(1----2)-alpha-L-arabinopyranosyl] ester, and G is a 28-O-beta-D-xylopyranosyl-(1----3)-[O-alpha-L-arabinopyranosyl-(1- ---3)-O-beta-D-xylopyranosyl-(1----4)]-O-alpha-L- rhamnopyranosyl-(1----2)-alpha-L-arabinopyranosyl] ester. Acutoside C is a machaelinic acid (=21 beta-hydroxyoleanolic acid) saponin having the same sugar moiety as that of acutoside B. SN - 0009-2363 UR - https://www.unboundmedicine.com/medline/citation/1863290/Studies_on_the_constituents_of_Luffa_acutangula_Roxb__I__Structures_of_acutosides_A__G_oleanane_type_triterpene_saponins_isolated_from_the_herb_ DB - PRIME DP - Unbound Medicine ER -