A New Benzofuran Glycoside and Indole Alkaloids from a Sponge-Associated Rare Actinomycete, Amycolatopsis sp.
Three new secondary metabolites, amycofuran (1), amycocyclopiazonic acid (2), and amycolactam (3), were isolated from the sponge-associated rare actinomycete Amycolatopsis sp. Based on combined spectroscopic analyses, the structures of 1–3 were determined to be a new benzofuran glycoside and new ind...
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2014-04-01
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| Series: | Marine Drugs |
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| Online Access: | http://www.mdpi.com/1660-3397/12/4/2326 |
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doaj-b31181795f3e4f95af8c9f9da6871dc82020-11-24T20:58:59ZengMDPI AGMarine Drugs1660-33972014-04-011242326234010.3390/md12042326md12042326A New Benzofuran Glycoside and Indole Alkaloids from a Sponge-Associated Rare Actinomycete, Amycolatopsis sp.Yun Kwon0Seong-Hwan Kim1Yoonho Shin2Munhyung Bae3Byung-Yong Kim4Sang Kook Lee5Ki-Bong Oh6Jongheon Shin7Dong-Chan Oh8Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 151-742, KoreaNatural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 151-742, KoreaNatural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 151-742, KoreaNatural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 151-742, KoreaChunLab, Inc., Seoul National University, Seoul, 151-742, KoreaNatural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 151-742, KoreaDepartment of Agricultural Biotechnology, College of Agriculture and Life Science, Seoul National University, Seoul 151-921, KoreaNatural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 151-742, KoreaNatural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 151-742, KoreaThree new secondary metabolites, amycofuran (1), amycocyclopiazonic acid (2), and amycolactam (3), were isolated from the sponge-associated rare actinomycete Amycolatopsis sp. Based on combined spectroscopic analyses, the structures of 1–3 were determined to be a new benzofuran glycoside and new indole alkaloids related to cyclopiazonic acids, a class that has previously only been reported in fungi. The absolute configurations of 1 and 3 were deduced by ECD calculations, whereas that of 2 was determined using the modified Mosher method. Amycolactam (3) displayed significant cytotoxicity against the gastric cancer cell line SNU638 and the colon cancer cell line HCT116.http://www.mdpi.com/1660-3397/12/4/2326spongerare actinomyceteAmycolatopsisbenzofurancyclopiazonic acid |
| collection |
DOAJ |
| language |
English |
| format |
Article |
| sources |
DOAJ |
| author |
Yun Kwon Seong-Hwan Kim Yoonho Shin Munhyung Bae Byung-Yong Kim Sang Kook Lee Ki-Bong Oh Jongheon Shin Dong-Chan Oh |
| spellingShingle |
Yun Kwon Seong-Hwan Kim Yoonho Shin Munhyung Bae Byung-Yong Kim Sang Kook Lee Ki-Bong Oh Jongheon Shin Dong-Chan Oh A New Benzofuran Glycoside and Indole Alkaloids from a Sponge-Associated Rare Actinomycete, Amycolatopsis sp. Marine Drugs sponge rare actinomycete Amycolatopsis benzofuran cyclopiazonic acid |
| author_facet |
Yun Kwon Seong-Hwan Kim Yoonho Shin Munhyung Bae Byung-Yong Kim Sang Kook Lee Ki-Bong Oh Jongheon Shin Dong-Chan Oh |
| author_sort |
Yun Kwon |
| title |
A New Benzofuran Glycoside and Indole Alkaloids from a Sponge-Associated Rare Actinomycete, Amycolatopsis sp. |
| title_short |
A New Benzofuran Glycoside and Indole Alkaloids from a Sponge-Associated Rare Actinomycete, Amycolatopsis sp. |
| title_full |
A New Benzofuran Glycoside and Indole Alkaloids from a Sponge-Associated Rare Actinomycete, Amycolatopsis sp. |
| title_fullStr |
A New Benzofuran Glycoside and Indole Alkaloids from a Sponge-Associated Rare Actinomycete, Amycolatopsis sp. |
| title_full_unstemmed |
A New Benzofuran Glycoside and Indole Alkaloids from a Sponge-Associated Rare Actinomycete, Amycolatopsis sp. |
| title_sort |
new benzofuran glycoside and indole alkaloids from a sponge-associated rare actinomycete, amycolatopsis sp. |
| publisher |
MDPI AG |
| series |
Marine Drugs |
| issn |
1660-3397 |
| publishDate |
2014-04-01 |
| description |
Three new secondary metabolites, amycofuran (1), amycocyclopiazonic acid (2), and amycolactam (3), were isolated from the sponge-associated rare actinomycete Amycolatopsis sp. Based on combined spectroscopic analyses, the structures of 1–3 were determined to be a new benzofuran glycoside and new indole alkaloids related to cyclopiazonic acids, a class that has previously only been reported in fungi. The absolute configurations of 1 and 3 were deduced by ECD calculations, whereas that of 2 was determined using the modified Mosher method. Amycolactam (3) displayed significant cytotoxicity against the gastric cancer cell line SNU638 and the colon cancer cell line HCT116. |
| topic |
sponge rare actinomycete Amycolatopsis benzofuran cyclopiazonic acid |
| url |
http://www.mdpi.com/1660-3397/12/4/2326 |
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