Transformation of an irregularly bridged epidithiodiketopiperazine to trichodermamide A

Organic Letters

Volumn 8, Issue 14, 2006, Pages 3073-3075

  Seephonkai, Prapairat ^a   Kongsaeree, Palangpon ^a   Prabpai, Samran ^a   Isaka, Masahiko ^b   Thebtaranonth, Yodhathai ^b  

^a MAHIDOL UNIVERSITY   (Thailand)

^b NATIONAL SCIENCE AND TECHNOLOGY DEVELOPMENT AGENCY   (Thailand)

Author keywords

[No Author keywords available]

Indexed keywords

DIPEPTIDE; GLIOVIRIN; PIPERAZINE DERIVATIVE; PRETRICHODERMAMIDE A; TRICHODERMAMIDE A; TUBERCULOSTATIC AGENT;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; CONFORMATION; DRUG EFFECT; ISOLATION AND PURIFICATION; MYCOBACTERIUM TUBERCULOSIS; TRICHODERMA; X RAY CRYSTALLOGRAPHY;

ANTITUBERCULAR AGENTS; CRYSTALLOGRAPHY, X-RAY; DIPEPTIDES; MOLECULAR CONFORMATION; MOLECULAR STRUCTURE; MYCOBACTERIUM TUBERCULOSIS; PIPERAZINES; TRICHODERMA;

EID: 33746648654     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol061046l     Document Type: Article

References (15)

1. Cole, R. J.; Cox, R. H. In Handbook of Toxic Fungal Metabolites; Academic Press: New York, 1981; Chapter 11, pp 569-645.
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3. Garo, E.; Starks, C. M.; Jensen, P. R.; Fenical, W.; Lobkovsky, E.; Clardy, J. J. Nat. Prod. 2003, 66, 423-426.
4. Trichodermamide B is the 5-chloro analogue of trichodermamide A.
5. 3,15 that pencillazine, isolated by Lin et al., might be identical to trichodermamide A: Lin, Y.; Shao, Z.; Jiang, G.; Zhou, S.; Cai, J.; Vrijmoed, L. L. P.; Jones, E. B. G. Tetrahedron 2000, 56, 9607-9609.
6. Trichoderma sp. was collected on a bamboo leaf from Khao Yai National Park, Nakhon Ratchasima Province, Northeast Thailand, by Dr. Narumol Plaingam. This fungus is deposited in the BIOTEC Culture Collection (BCC) as BCC 5926.
7. Itoh, Y.; Takahashi, S.; Arai, M. J. Antibiot. 1982, 35, 541-542.
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11. +.
12. +.
13. 2 = 0.1835 for 333 parameters, GOF = 1.118. Flack parameter = -0.07(15). The coordinates were deposited to the Cambridge Crystallographic Data Centre with reference code, CCDC 605511. These data can be obtained free of charge via the Internet at www.ccdc.cam.ac.uk/conts/retrieving.html (or from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB21EZ, UK; fax: (+44)1223-336-033; e-mail deposit@ccdc.cam.ac.uk).
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