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A-80915 D

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A-80915 D
Category Antibiotics
Catalog number BBF-03170
CAS 127875-63-2
Molecular Weight 573.89
Molecular Formula C26H31Cl3N2O6

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Capabilities & Facilities

Fermentation Lab

4 R&D and scale-up labs

2 Preparative purification labs

Fermentation Plant

Semi pilot, pilot and industrial plant 4 Manufacturing sites 7 Production lines at pilot scale 100+ Reactors of 30-4000 L; 170+ reactors of 20 KL-30 KL; 24+ reactors of >100 KL 2 Hydrogenation reactors (200 L, 4Mpa and 1000L, 4Mpa)

Product Description

A-80915 D is a naphthoquinone antibiotic produced by Streptomyces aculeolatus A80915. Activity against gram-positive bacteria.

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Synonyms Antibiotic A 80915D
IUPAC Name (3R,4aR,10aS)-3,4a-dichloro-10a-[[(1S,3S,6S)-3-chloro-6-hydroxy-2,2,6-trimethylcyclohexyl]methyl]-9-diazo-6-hydroxy-2,2,7-trimethyl-3,4-dihydrobenzo[g]chromene-5,8,10-trione
Canonical SMILES CC1=C(C2=C(C(=[N+]=[N-])C1=O)C(=O)C3(C(C2=O)(CC(C(O3)(C)C)Cl)Cl)CC4C(C(CCC4(C)O)Cl)(C)C)O
InChI InChI=1S/C26H31Cl3N2O6/c1-11-18(32)16-15(17(31-30)19(11)33)21(35)26(9-12-22(2,3)13(27)7-8-24(12,6)36)25(29,20(16)34)10-14(28)23(4,5)37-26/h12-14,32,36H,7-10H2,1-6H3/t12-,13-,14+,24-,25-,26-/m0/s1
InChI Key DTXSUAICQAUGGW-GIXVMFRNSA-N
Appearance Red Powder
Antibiotic Activity Spectrum Gram-positive bacteria
Solubility Soluble in DMSO, Methanol, Ethyl acetate
1. A80915, a new antibiotic complex produced by Streptomyces aculeolatus. Discovery, taxonomy, fermentation, isolation, characterization, and antibacterial evaluation
D S Fukuda, J S Mynderse, P J Baker, D M Berry, L D Boeck, R C Yao, F P Mertz, W M Nakatsukasa, J Mabe, J Ott, et al. J Antibiot (Tokyo). 1990 Jun;43(6):623-33. doi: 10.7164/antibiotics.43.623.
New semi-naphthaquinone antibiotics A80915A, B, C, and D were isolated from the fermented broth of Streptomyces aculeolatus A80915 (NRRL 18422). Factors A and C, present in both the broth filtrate and mycelial methanol extract, and factors B and D, found predominantly in the broth filtrate, were recovered by extraction with ethyl acetate. Purification of the individual factors was accomplished by preparative reverse phase high performance liquid chromatograph on C18 bonded silica supports. Factors A through D show antimicrobial activity against Gram-positive aerobic and anaerobic organisms in vitro. Mechanism of action studies demonstrated nearly complete inhibition of macromolecular biosynthesis (protein, RNA, DNA, and cell wall) by A80915 factors A through D. A less highly cyclized semi-naphthaquinone, A80915 factor G, was isolated from the broth of the strain fermented in an alternate medium.

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A-80915 D

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