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Microbial transformations of aryltetralone and aryltetralin lignans by Cunninghamella echinulata and Beauveria bassiana.
J Nat Prod. 2010 Nov 29; 73(11):1933-7.JN

Abstract

Microbiological transformation of the aryltetralone lignan (-)-8'-epi-aristoligone (1) with Cunninghamella echinulata ATCC 10028B afforded two known natural lignans, (-)-holostyligone (3) and (-)-arisantetralone (4). Incubation of the aryltetralin lignan (-)-isogalbulin (2), obtained by chemical transformation of 1, with C. echinulata ATCC 10028B afforded the known lignan aryltetralol (5) and seven new metabolites, (-)-8-hydroxyisogalbulin (6), (-)-7-methoxyisogalbulin (7), (-)-4'-O-demethyl-8-hydroxyisogalbulin (8), (-)-7-methoxy-8-hydroxyisogalbulin (9), (-)-4'-O-demethyl-7-methoxyisogalbulin (10), (-)-4',5-O-didemethylcyclogalgravin (11), and (-)-4'-O-demethylcyclogalgravin (12). When 2 was subjected to biotransformation with Beauveria bassiana ATCC 7159, (-)-8-hydroxyisogalbulin (6) was the only isolable product. The structures of all new compounds were established by detailed analysis of their spectroscopic data.

Authors+Show Affiliations

SW Center for Natural Products Research and Commercialization, Office of Arid Lands Studies, School of Natural Resources and the Environment, College of Agriculture and Life Sciences, University of Arizona, 250 E. Valencia Road, Tucson, Arizona 85706-6800, United States.No affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

20961092

Citation

Messiano, Gisele B., et al. "Microbial Transformations of Aryltetralone and Aryltetralin Lignans By Cunninghamella Echinulata and Beauveria Bassiana." Journal of Natural Products, vol. 73, no. 11, 2010, pp. 1933-7.
Messiano GB, Wijeratne EM, Lopes LM, et al. Microbial transformations of aryltetralone and aryltetralin lignans by Cunninghamella echinulata and Beauveria bassiana. J Nat Prod. 2010;73(11):1933-7.
Messiano, G. B., Wijeratne, E. M., Lopes, L. M., & Gunatilaka, A. A. (2010). Microbial transformations of aryltetralone and aryltetralin lignans by Cunninghamella echinulata and Beauveria bassiana. Journal of Natural Products, 73(11), 1933-7. https://doi.org/10.1021/np100607s
Messiano GB, et al. Microbial Transformations of Aryltetralone and Aryltetralin Lignans By Cunninghamella Echinulata and Beauveria Bassiana. J Nat Prod. 2010 Nov 29;73(11):1933-7. PubMed PMID: 20961092.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Microbial transformations of aryltetralone and aryltetralin lignans by Cunninghamella echinulata and Beauveria bassiana. AU - Messiano,Gisele B, AU - Wijeratne,E M Kithsiri, AU - Lopes,Lucia M X, AU - Gunatilaka,A A Leslie, Y1 - 2010/10/20/ PY - 2010/10/22/entrez PY - 2010/10/22/pubmed PY - 2010/12/31/medline SP - 1933 EP - 7 JF - Journal of natural products JO - J. Nat. Prod. VL - 73 IS - 11 N2 - Microbiological transformation of the aryltetralone lignan (-)-8'-epi-aristoligone (1) with Cunninghamella echinulata ATCC 10028B afforded two known natural lignans, (-)-holostyligone (3) and (-)-arisantetralone (4). Incubation of the aryltetralin lignan (-)-isogalbulin (2), obtained by chemical transformation of 1, with C. echinulata ATCC 10028B afforded the known lignan aryltetralol (5) and seven new metabolites, (-)-8-hydroxyisogalbulin (6), (-)-7-methoxyisogalbulin (7), (-)-4'-O-demethyl-8-hydroxyisogalbulin (8), (-)-7-methoxy-8-hydroxyisogalbulin (9), (-)-4'-O-demethyl-7-methoxyisogalbulin (10), (-)-4',5-O-didemethylcyclogalgravin (11), and (-)-4'-O-demethylcyclogalgravin (12). When 2 was subjected to biotransformation with Beauveria bassiana ATCC 7159, (-)-8-hydroxyisogalbulin (6) was the only isolable product. The structures of all new compounds were established by detailed analysis of their spectroscopic data. SN - 1520-6025 UR - https://www.unboundmedicine.com/medline/citation/20961092/Microbial_transformations_of_aryltetralone_and_aryltetralin_lignans_by_Cunninghamella_echinulata_and_Beauveria_bassiana_ L2 - https://dx.doi.org/10.1021/np100607s DB - PRIME DP - Unbound Medicine ER -