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Mar. Drugs 2014, 12(7), 4110-4125; doi:10.3390/md12074110

Nocapyrones: α- and γ-Pyrones from a Marine-Derived Nocardiopsis sp.

1
Biotechnology Research Center and Department of Biotechnology, Toyama Prefectural University, 5180 Kurokawa, Imizu, Toyama 939-0398, Japan
2
Shokei Gakuin University, 4-10-1 Yurigaoka, Natori, Miyagi 981-1295, Japan
3
School of Nutrition and Dietetics, Kanagawa University of Human Services, 1-10-1 Heisei-cho, Yokosuka, Kanagawa 238-8566, Japan
4
Okayama University of Science, 1-1 Ridai-cho, Okayama, Okayama 700-0005, Japan
5
Tokyo University of Marine Science and Technology, 4-5-7 Konan, Minato-ku, Tokyo 108-8477, Japan
6
Center for Advanced Marine Core Research, Kochi University, B200 Monobe, Nankoku, Kochi 783-8502, Japan
*
Author to whom correspondence should be addressed.
Received: 5 May 2014 / Revised: 4 June 2014 / Accepted: 20 June 2014 / Published: 8 July 2014
(This article belongs to the Special Issue Advances and New Perspectives in Marine Biotechnology)
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Abstract

One new α-pyrone (nocapyrone R (1)), and three known γ-pyrones (nocapyrones B, H and L (24)) were isolated from the culture extract of a Nocardiopsis strain collected from marine sediment. Structures of these compounds were determined on the basis of spectroscopic data including NMR and MS. γ-Pyrones 24 were found to induce adiponectin production in murine ST-13 preadipocyte cells but the α-pyrone 1 had no activity. The absolute configuration of the anteiso-methyl branching in 4 was determined by HPLC comparison of a degraded product of 4 with standard samples as a 2:3 enantiomeric mixture of (R)- and (S)-isomers. View Full-Text
Keywords: adiponectin; adipocyte; α-pyrone; γ-pyrone; Nocardiopsis adiponectin; adipocyte; α-pyrone; γ-pyrone; Nocardiopsis
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Kim, Y.; Ogura, H.; Akasaka, K.; Oikawa, T.; Matsuura, N.; Imada, C.; Yasuda, H.; Igarashi, Y. Nocapyrones: α- and γ-Pyrones from a Marine-Derived Nocardiopsis sp.. Mar. Drugs 2014, 12, 4110-4125.

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