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DOI: 10.1055/s-2007-967103
Pycnanthuquinone C: A New Terpenoid-Quinone from Pycnanthus angolensis
Publication History
Received: July 10, 2006
Accepted: December 11, 2006
Publication Date:
13 February 2007 (online)
Abstract
A new compound containing a unique terpenoid-quinone skeleton, pycnanthuquinone C (1) along with the known sargachromenol (2), prunetin (3), biochanin A (4), calopiptin (5), (12S,13S)-12,13-dihydroxylabda-8(17),14-dien-18-oic acid (6), (12R,13S)-12,13-dihydroxylabda-8(17),14-dien-18-oic acid (7), and sitosterol 3-O-β-D-glucopyranoside (8), were isolated from the stem bark of Pycnanthus angolensis. Their structures were elucidated by spectroscopic means and comparison with published data. The antifungal activity of compounds 1, 2 and 3 was evaluated. Compound 1 was active against Trichophyton soudanense. Compound 2 was active against Trichophyton mentagrophytes while compound 3 was active against Microsporum audouinii and Trichophyton mentagrophytes.
References
- 1 Luo J, Cheung J, Yevich E M, Clark J P, Tsai J, Lapresca P. et al . Novel terpenoid-type quinones isolated from Pycnanthus angolensis of potential utility in the treatment of type 2 diabetes. J Pharmacol Exp Ther. 1999; 288 529-34.
- 2 Fort D M, Ubillas R P, Mendez C D, Jolad S D, Inman W D, Carney J R. et al . Novel antihyperglycemic terpenoid-quinones from Pycnanthus angolensis . J Org Chem. 2000; 65 6534-9.
- 3 Ulubelen A, Topcu G, Sönmez U, Eris C, Özgen U. Norsesterterpenes and diterpenes from the aerial parts of Salvia limbata . Phytochemistry. 1996; 43 431-4.
- 4 Gökdil G, Topcu G, Sönmez U, Ulubelen A. Terpenoids and flavonoids from Salvia cyanescens . Phytochemistry. 1997; 46 799-800.
- 5 Carreras R C, Rossomando C P, Giordano S O. Ent-labdanes in Eupatrium buniifolium . Phytochemistry. 1998; 48 1031-4.
- 6 Rojas E T, Rodrigez-Hahn L. Nivenolide, a diterpene lactone from Croton niveus . Phytochemistry. 1978; 17 574-5.
- 7 Fang J -M, Sou Y -C, Chiu Y -H, Cheng Y -S. Diterpenes from the bark of Juniperus chinensis . Phytochemistry. 1993; 34 1581-4.
- 8 Jha H C, Zilliken F, Breitmaier E. Carbon-13 chemical shift assignments of chromones and isoflavones. Can J Chem. 1980; 58 1211-9.
- 9 Prasad A K, Tyagi D, Wengel J, Boll P M, Olsen C E, Sharma N K. et al . Lignans and neolignans from stems and fruits of Piper wightii . Tetrahedron. 1994; 50 2231-40.
- 10 Kojima H, Sato N, Hatano A, Ogura H. Sterol glucosides from Prunella vulgaris . Phytochemistry. 1990; 29 2351-5.
- 11 Zacchino S A, Lopez S N, Pezzenati G D, Furlan R L, Santecchia C B, Munoz L. et al . In vitro evaluation of antifungal properties of phenylpropanoids and related compounds acting against dermatophytes. J Nat Prod. 1999; 62 1353-7.
Prof. Pierre Tane
Department of Chemistry
University of Dschang
P.O. Box 67
Dschang
Cameroon
Phone: +237-761-95-46
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Email: ptane@yahoo.com