Chemistry:Altemicidin
From HandWiki
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| IUPAC name
(4aR,6S,7R,7aS)-4-carbamoyl-6-hydroxy-2-methyl-7-(2-sulfamoylacetamido)-2,4a,5,6,7,7a-hexahydro-1H-cyclopenta[c]pyridine-7-carboxylic acid
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3D model (JSmol)
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PubChem CID
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| Properties | |
| C13H20N4O7S | |
| Molar mass | 376.39 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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Tracking categories (test):
Altemicidin is monoterpene alkaloid first identified in isolates from marine actinomycetes (specifically Streptomyces sioyaensis) in 1989.[1][2] It may also be produced synthetically.[3][4] Altemicidin displays both acaricidal and antitumor activity.[1]
References
- ↑ 1.0 1.1 Takahashi, Atsushi; Kurasawa, Shogo; Ikeda, Daishiro; Okami, Yoshiro; Takeuchi, Tomio (1989). "Altemicidin, a new acaricidal and antitumor substance. I. Taxonomy, fermentation, isolation and physico-chemical and biological properties.". The Journal of Antibiotics 42 (11): 1556–1561. doi:10.7164/antibiotics.42.1556. ISSN 0021-8820. PMID 2584137.
- ↑ Takahashi, Atsushi; Ikeda, Daishiro; Nakamura, Hikaru; Naganawa, Hiroshi; Kurasawa, Shogo; Okami, Yoshiro; Takeuchi, Tomio; Iitaka, Yoichi (1989). "Altemicidin, a new acaricidal and antitumor substance. II. Structure determination.". The Journal of Antibiotics 42 (11): 1562–1566. doi:10.7164/antibiotics.42.1562. ISSN 0021-8820. PMID 2584138.
- ↑ Kende, Andrew S.; Liu, Kun; Jos Brands, K. M. (1995). "Total Synthesis of (-)-Altemicidin: A Novel Exploitation of the Potier-Polonovski Rearrangement". Journal of the American Chemical Society 117 (42): 10597–10598. doi:10.1021/ja00147a032. ISSN 0002-7863.
- ↑ Kan, Toshiyuki; Kawamoto, Yuichiro; Asakawa, Tomohiro; Furuta, Takumi; Fukuyama, Tohru (2008). "Synthetic Studies on Altemicidin: Stereocontrolled Construction of the Core Framework". Organic Letters 10 (2): 169–171. doi:10.1021/ol701940f. ISSN 1523-7060. PMID 18081299.
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