Nocapyrones: α- and γ-Pyrones from a Marine-Derived Nocardiopsis sp.
One new α-pyrone (nocapyrone R (1)), and three known γ-pyrones (nocapyrones B, H and L (2–4)) 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-Pyro...
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MDPI AG
2014-07-01
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| Series: | Marine Drugs |
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| Online Access: | http://www.mdpi.com/1660-3397/12/7/4110 |
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doaj-3d014ea941f945aebfe3e06bc06090bf2020-11-24T22:21:26ZengMDPI AGMarine Drugs1660-33972014-07-011274110412510.3390/md12074110md12074110Nocapyrones: α- and γ-Pyrones from a Marine-Derived Nocardiopsis sp.Youngju Kim0Hiromu Ogura1Kazuaki Akasaka2Tsutomu Oikawa3Nobuyasu Matsuura4Chiaki Imada5Hisato Yasuda6Yasuhiro Igarashi7Biotechnology Research Center and Department of Biotechnology, Toyama Prefectural University, 5180 Kurokawa, Imizu, Toyama 939-0398, JapanBiotechnology Research Center and Department of Biotechnology, Toyama Prefectural University, 5180 Kurokawa, Imizu, Toyama 939-0398, JapanShokei Gakuin University, 4-10-1 Yurigaoka, Natori, Miyagi 981-1295, JapanSchool of Nutrition and Dietetics, Kanagawa University of Human Services, 1-10-1 Heisei-cho, Yokosuka, Kanagawa 238-8566, JapanOkayama University of Science, 1-1 Ridai-cho, Okayama, Okayama 700-0005, JapanTokyo University of Marine Science and Technology, 4-5-7 Konan, Minato-ku, Tokyo 108-8477, JapanCenter for Advanced Marine Core Research, Kochi University, B200 Monobe, Nankoku, Kochi 783-8502, JapanBiotechnology Research Center and Department of Biotechnology, Toyama Prefectural University, 5180 Kurokawa, Imizu, Toyama 939-0398, JapanOne new α-pyrone (nocapyrone R (1)), and three known γ-pyrones (nocapyrones B, H and L (2–4)) 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 2–4 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. http://www.mdpi.com/1660-3397/12/7/4110adiponectinadipocyteα-pyroneγ-pyroneNocardiopsis |
| collection |
DOAJ |
| language |
English |
| format |
Article |
| sources |
DOAJ |
| author |
Youngju Kim Hiromu Ogura Kazuaki Akasaka Tsutomu Oikawa Nobuyasu Matsuura Chiaki Imada Hisato Yasuda Yasuhiro Igarashi |
| spellingShingle |
Youngju Kim Hiromu Ogura Kazuaki Akasaka Tsutomu Oikawa Nobuyasu Matsuura Chiaki Imada Hisato Yasuda Yasuhiro Igarashi Nocapyrones: α- and γ-Pyrones from a Marine-Derived Nocardiopsis sp. Marine Drugs adiponectin adipocyte α-pyrone γ-pyrone Nocardiopsis |
| author_facet |
Youngju Kim Hiromu Ogura Kazuaki Akasaka Tsutomu Oikawa Nobuyasu Matsuura Chiaki Imada Hisato Yasuda Yasuhiro Igarashi |
| author_sort |
Youngju Kim |
| title |
Nocapyrones: α- and γ-Pyrones from a Marine-Derived Nocardiopsis sp. |
| title_short |
Nocapyrones: α- and γ-Pyrones from a Marine-Derived Nocardiopsis sp. |
| title_full |
Nocapyrones: α- and γ-Pyrones from a Marine-Derived Nocardiopsis sp. |
| title_fullStr |
Nocapyrones: α- and γ-Pyrones from a Marine-Derived Nocardiopsis sp. |
| title_full_unstemmed |
Nocapyrones: α- and γ-Pyrones from a Marine-Derived Nocardiopsis sp. |
| title_sort |
nocapyrones: α- and γ-pyrones from a marine-derived nocardiopsis sp. |
| publisher |
MDPI AG |
| series |
Marine Drugs |
| issn |
1660-3397 |
| publishDate |
2014-07-01 |
| description |
One new α-pyrone (nocapyrone R (1)), and three known γ-pyrones (nocapyrones B, H and L (2–4)) 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 2–4 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. |
| topic |
adiponectin adipocyte α-pyrone γ-pyrone Nocardiopsis |
| url |
http://www.mdpi.com/1660-3397/12/7/4110 |
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