Isolation and biosynthesis of daturamycins from Streptomyces sp. KIB-H1544
Two novel diarylcyclopentenones daturamycin A and B (1 and 2), and one new p-terphenyl daturamycin C (3), along with three known congeners (4–6), were isolated from a rhizosphere soil-derived Streptomyces sp. KIB-H1544. The structures of new compounds were elucidated via a joint use of spectroscopic...
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| Format: | Article |
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Beilstein-Institut
2022-08-01
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| Series: | Beilstein Journal of Organic Chemistry |
| Subjects: | |
| Online Access: | https://doi.org/10.3762/bjoc.18.101 |
| _version_ | 1797994934819618816 |
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| author | Yin Chen Jinqiu Ren Ruimin Yang Jie Li Sheng-Xiong Huang Yijun Yan |
| author_facet | Yin Chen Jinqiu Ren Ruimin Yang Jie Li Sheng-Xiong Huang Yijun Yan |
| author_sort | Yin Chen |
| collection | DOAJ |
| description | Two novel diarylcyclopentenones daturamycin A and B (1 and 2), and one new p-terphenyl daturamycin C (3), along with three known congeners (4–6), were isolated from a rhizosphere soil-derived Streptomyces sp. KIB-H1544. The structures of new compounds were elucidated via a joint use of spectroscopic analyses and single-crystal X-ray diffractions. Compounds 1 and 2 belong to a rare class of tricyclic 6/5/6 diarylcyclopentenones, and compounds 3–6 possess a C-18 tricyclic aromatic skeleton. The biosynthetic gene cluster of daturamycins was identified through gene knockout and biochemical characterization experiments and the biosynthetic pathway of daturamycins was proposed. |
| first_indexed | 2024-04-11T09:53:39Z |
| format | Article |
| id | doaj.art-0cd4ed24ba93470280462086a9e49f9c |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-04-11T09:53:39Z |
| publishDate | 2022-08-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-0cd4ed24ba93470280462086a9e49f9c2022-12-22T04:30:42ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972022-08-011811009101610.3762/bjoc.18.1011860-5397-18-101Isolation and biosynthesis of daturamycins from Streptomyces sp. KIB-H1544Yin Chen0Jinqiu Ren1Ruimin Yang2Jie Li3Sheng-Xiong Huang4Yijun Yan5State Key Laboratory of Phytochemistry and Plant Resources in West China, and CAS Center for Excellence in Molecular Plant Sciences, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China State Key Laboratory of Phytochemistry and Plant Resources in West China, and CAS Center for Excellence in Molecular Plant Sciences, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China State Key Laboratory of Phytochemistry and Plant Resources in West China, and CAS Center for Excellence in Molecular Plant Sciences, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China State Key Laboratory of Phytochemistry and Plant Resources in West China, and CAS Center for Excellence in Molecular Plant Sciences, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China State Key Laboratory of Phytochemistry and Plant Resources in West China, and CAS Center for Excellence in Molecular Plant Sciences, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China State Key Laboratory of Phytochemistry and Plant Resources in West China, and CAS Center for Excellence in Molecular Plant Sciences, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China Two novel diarylcyclopentenones daturamycin A and B (1 and 2), and one new p-terphenyl daturamycin C (3), along with three known congeners (4–6), were isolated from a rhizosphere soil-derived Streptomyces sp. KIB-H1544. The structures of new compounds were elucidated via a joint use of spectroscopic analyses and single-crystal X-ray diffractions. Compounds 1 and 2 belong to a rare class of tricyclic 6/5/6 diarylcyclopentenones, and compounds 3–6 possess a C-18 tricyclic aromatic skeleton. The biosynthetic gene cluster of daturamycins was identified through gene knockout and biochemical characterization experiments and the biosynthetic pathway of daturamycins was proposed.https://doi.org/10.3762/bjoc.18.101biosynthesisdiarylcyclopentenonepolyporic acid synthetasep-terphenylstreptomyces |
| spellingShingle | Yin Chen Jinqiu Ren Ruimin Yang Jie Li Sheng-Xiong Huang Yijun Yan Isolation and biosynthesis of daturamycins from Streptomyces sp. KIB-H1544 Beilstein Journal of Organic Chemistry biosynthesis diarylcyclopentenone polyporic acid synthetase p-terphenyl streptomyces |
| title | Isolation and biosynthesis of daturamycins from Streptomyces sp. KIB-H1544 |
| title_full | Isolation and biosynthesis of daturamycins from Streptomyces sp. KIB-H1544 |
| title_fullStr | Isolation and biosynthesis of daturamycins from Streptomyces sp. KIB-H1544 |
| title_full_unstemmed | Isolation and biosynthesis of daturamycins from Streptomyces sp. KIB-H1544 |
| title_short | Isolation and biosynthesis of daturamycins from Streptomyces sp. KIB-H1544 |
| title_sort | isolation and biosynthesis of daturamycins from streptomyces sp kib h1544 |
| topic | biosynthesis diarylcyclopentenone polyporic acid synthetase p-terphenyl streptomyces |
| url | https://doi.org/10.3762/bjoc.18.101 |
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