Carbazomycin F

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Carbazomycin F
Category Others
Catalog number BBF-00485
CAS 103744-21-4
Molecular Weight 285.29
Molecular Formula C16H15NO4

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Description

It is produced by the strain of Streptoverticillum sp. KCC U-0166. It can inhibit the formation of aerial hyphae.

Specification

Synonyms 6-Methoxycarbazomycinal; DTXSID70146040; 9H-Carbazole-1-carboxaldehyde,4-hydroxy-3,6-dimethoxy-2-methyl
IUPAC Name 4-hydroxy-3,6-dimethoxy-2-methyl-9H-carbazole-1-carbaldehyde
Canonical SMILES CC1=C(C2=C(C3=C(N2)C=CC(=C3)OC)C(=C1OC)O)C=O
InChI InChI=1S/C16H15NO4/c1-8-11(7-18)14-13(15(19)16(8)21-3)10-6-9(20-2)4-5-12(10)17-14/h4-7,17,19H,1-3H3
InChI Key IKDLNWPZGYBNSQ-UHFFFAOYSA-N

Properties

Appearance Light Yellow Crystal
Boiling Point 540.5 °C at 760 mmHg
Melting Point 221 °C
Density 1.356 g/cm3
Solubility Soluble in Methanol

Reference Reading

1. 3-Methoxy-2-methyl-carbazole-1,4-quinone, carbazomycins D and F from Streptomyces sp. CMU-JT005
Pornthip Ruanpanun, Zerihun Teklemariam Dame, Hartmut Laatsch, Saisamorn Lumyong FEMS Microbiol Lett. 2011 Sep;322(1):77-81. doi: 10.1111/j.1574-6968.2011.02335.x. Epub 2011 Jul 13.
3-Methoxy-2-methyl-carbazole-1,4-quinone (1) together with carbazomycins D (2) and F (3) were isolated from the crude extract of Streptomyces CMU-JT005, an actinomycete with nematicidal activity. 3-Methoxy-2-methyl-carbazole-1,4-quinone is reported here for the first time from nature. In this paper, we describe the isolation and structure elucidation of the compounds together with the characterization of the Streptomyces strain CMU-JT005.
2. Carbazomycins C, D, E and F, minor components of the carbazomycin complex
T Naid, T Kitahara, M Kaneda, S Nakamura J Antibiot (Tokyo). 1987 Feb;40(2):157-64. doi: 10.7164/antibiotics.40.157.
Carbazomycins C (III), D (IV), E (V) and F (VI), the minor components of the carbazomycin complex, were isolated from the cultured broth of Streptoverticillium ehimense together with carbazomycins A (II) and B (I). Among them, III and IV were shown to be new substances and their structures were elucidated as 4-hydroxy-3,6-dimethoxy-1,2-dimethylcarbazole and 3,4,6-trimethoxy-12-dimethylcarbazole, respectively, by spectroscopic and chemical means. The other components, V and VI, were found to contain an aldehyde function and were identified as carbazomycinal and 6-methoxycarbazomycinal, respectively. The antimicrobial activity of III and IV are also reported.

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