Subscribe to RSS
DOI: 10.1055/s-2002-35653
© Georg Thieme Verlag Stuttgart · New York
Pughiinin A, a Sesquiterpene from the Fungus Kionochaeta pughii BCC 3878
Publication History
Received: March 8, 2002
Accepted: May 25, 2002
Publication Date:
26 November 2002 (online)
Abstract
A novel secondary metabolite, pughiinin A, together with pycnidione, mevalonolactone, and 7-hydroxy-2-methylchromanone, was isolated from the seed fungus Kionochaeta pughii BCC 3878. The chemical structure was established by spectroscopic methods and by single crystal X-ray crystallography. Pughiinin A and pycnidione exhibited in vitro antiplasmodial activity against Plasmodium falciparum (K1 strain). Pycnidione also showed anti-cancer activity against KB and BC cell lines with the IC50 values of 2.0 and 1.6 μg/mL, respectively.
Key words
Seed fungus - antiplasmodial activity - anti-cancer activity - Kionochaeta pughii
References
- 1 Harris G H, Hoogsteen K, Silverman K C, Raghoobar S L, Bills G F, Lingham R B, Smith J L, Dougherty H W, Cascales C, Palaez F. Isolation and structure determination of pycnidione, a novel bistropoone stromelysin inhibitor from a Phoma sp. Tetrahedron . 1993; 49 2139-44
- 2 Cornforth R H, Cornforth J W, Popjak G. Preparation of R- and S-mevalonolactones. Tetrahedron. 1962; 18 1351-4
- 3 Sato , Lin Y -S, Amakasu T. Coumarins. VII. The acid-catalyzed reaction of aromatic compounds with β-chlorocarboxylic acids. Bul Chem Soc Japan. 1969; 42 2600-4
- 4 Lakner F J, Hager L P. Chloroperoxidase as enantioselective epoxidation catalyst: An efficient synthesis of (R)-(-)-mevalonolactone. J. Org Chem. 1996; 61 3923-5
- 5 Copeland R J, Hill R A, Hinchcliffe D J, Staunton J. Biosynthesis of aspyrone, a metabolite of Aspergillus melleus. Incorporation studies with 14C- and 3H-labelled acetates and malonate. J Chem Soc Perkin Trans I. 1984;; 1013-9
- 6 Weenan H, Nkuna M HH. Lucidene, a bis(benzopyranyl) sesquiterpene from Uvaria lucida ssp. lucida . J Org Chem. 1990; 55 5107-9
- 7 Cai P, Smith D, Cunningham B, Brown-Shimer S, Katz B, Pearce C, Venables D, Houck D. Epolones: Novel sesquiterpene tropolones from fungus OS-F69284 that induce erythropoietin in human cells. J Nat Prod. 1998; 61 791-5
- 8 Lingham R B, Hsu A, Silverman K C, Bills G F, Diombrowski A, Goldman M, Darke P L, Huang L, Koch G, Ondeyka J G, Goetz M A. L-696,474, a novel cytochalasin as an inhibitor of HIV-1 protease. III. Biological activity. J Antibiotics. 1992; 45 686-91
- 9 Desjardins R E, Canfield C J, Chulay J D. Quantitative assessment of antimalarial activity in vitro by semiautomated microdilution technique. Antimicrob Agents Chemother.. 1979; 16 710-8
- 10 Skehan P, Storeng R, Scudiero A, Monks J, McMahon J, Vistica D, Warren J T, Bokesch H, Kenney S, Boyd M R. New colorimetric cytotoxicity assay for anticancer-drug screening. J Natl Cancer Inst. 1990; 82 1107-12
Dr. Pattama Pittayakhajonwut
National Center for Genetic Engineering and Biotechnology (BIOTEC)
National Science and Technology Development Agency (NSTDA)
73/1, Rama VI Road
Rajdhevee, Bangkok 10400
Thailand
Phone: +662-6448103
Fax: +662-6448107
Email: pattamap@biotec.or.th