Antimicrobial Hasubanalactam Alkaloid from Stephania glabra

Abstract

A novel hasubanalactam alkaloid, named glabradine, has been isolated from the tubers of Stephania glabra, together with three known quaternary protoberberine alkaloids, palmatine, dehydrocorydalmine and stepharanine. The structure of glabradine was assigned as 7-O-demethyl-N,O-dimethyloxostephinine, by means of rigorous spectroscopic analysis including 2 D NMR measurements. It was evaluated for antimicrobial activity against Staphylococcus aureus, S. mutans, Microsporum gypseum, M. canis and Trichophyton rubrum and displayed potent antimicrobial activity superior to those of novobiocin and erythromycin used as positive controls.

Key words

Stephania glabra - Menispermaceae - hasubanalactam alkaloid - glabradine - antimicrobial activity - Staphylococcus aureus

References

• 1 Gaur R D. Flora of the district Garhwal North West Himalaya (with ethnobotanical notes), 1st edition. Srinagar; TransMedia 1999: 76
• 2 Kirtikar K R, Basu B D. Indian medicinal plants, 2nd edition. Vol. 1 Allahabad; L. M. Basu 2004: 94
• 3 James A. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton; CRC Press 1992
• 4 CSIR. The Wealth of India, raw materials, Vol. 10 (Sp-W). New Delhi; Publication & Information Directorate CSIR 1989: 41
• 5 Shchelchkova I I, Il′inskaya T N, Kuzovkov A D. The alkaloids of Stephania glabra. .  Chem Nat Prod. 1966;  1 210-2
• 6 Bhakuni D S, Gupta S. The alkaloids of Stephania glabra. .  J Nat Prod. 1982;  45 407-11
• 7 Matsui M, Yamamura Y, Takebayashi T, Iwaki K, Takami Y, Kunitake K. Oxoepistephamiersine, a new hasubanalactum alkaloid from Stephania japonica. .  J Nat Prod. 1984;  47 858
• 8 Yamamura Y, Matsui M. Alkaloids from the fruits of Stephania japonica 2.  J Nat Prod. 1985;  48 746-50
• 9 Cheebroug M. District laboratory practice in tropical countries, 4th edition. Vol. 11 London; ELBS, Tropical Health Technology, Butterwood 2000: 136
• 10 Tarfa F D, Obodozie O O, Mshelia E, Ibrahim K, Temple V J. Evaluation of phytochemical and antimicrobial properties of leaf extract of Tapinanthus sessilifolius. .  Indian J Exp Biol. 2004;  42 326-9