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Brasiliquinone A

* Please be kindly noted products are not for therapeutic use. We do not sell to patients.

Category Antibiotics
Catalog number BBF-00174
CAS 183201-02-7
Molecular Weight 465.49
Molecular Formula C26H27NO7

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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

Brasiliquinone A is a benzo-onionquinone antibiotic produced by Nocardia brasiliensis, which has anti-gram-positive bacteria and tumor activity.

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Synonyms (3S)-3-ethyl-6-hydroxy-1,7,12-trioxo-1,2,3,4,7,12-hexahydrotetraphen-8-yl 3-amino-2,3,6-trideoxy-alpha-L-ribo-hexopyranoside
IUPAC Name (3S)-8-[(2S,4R,5R,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-3-ethyl-6-hydroxy-3,4-dihydro-2H-benzo[a]anthracene-1,7,12-trione
Canonical SMILES CCC1CC2=CC(=C3C(=C2C(=O)C1)C(=O)C4=C(C3=O)C(=CC=C4)OC5CC(C(C(O5)C)O)N)O
InChI InChI=1S/C26H27NO7/c1-3-12-7-13-9-17(29)22-23(20(13)16(28)8-12)25(31)14-5-4-6-18(21(14)26(22)32)34-19-10-15(27)24(30)11(2)33-19/h4-6,9,11-12,15,19,24,29-30H,3,7-8,10,27H2,1-2H3/t11-,12-,15+,19-,24-/m0/s1
InChI Key GMELFDQPUZSJEE-XHBGPGOOSA-N
Appearance Red Powder
Antibiotic Activity Spectrum Gram-positive bacteria; neoplastics (Tumor)
Melting Point 132-135°C
Solubility Soluble in Methanol, chloroform, ethyl acetate, methyl ether
1. Brasiliquinones A, B and C, new benz[alpha]anthraquinone antibiotics from Nocardia brasiliensis. I. Producing strain, isolation and biological activities of the antibiotics
A Nemoto, Y Tanaka, Y Karasaki, H Komaki, K Yazawa, Y Mikami, T Tojo, K Kadowaki, M Tsuda, J Kobayashi J Antibiot (Tokyo). 1997 Jan;50(1):18-21. doi: 10.7164/antibiotics.50.18.
New benz[alpha]anthraquinone antibiotics (brasiliquinones A, B and C) with an ethyl group at C-3 were isolated. The producer was identified as Nocardia brasiliensis. The antibiotics were active against Gram-positive bacteria including Mycobacterium sp., but not active against Gram-negative bacteria or fungi. They were also active against multiple drug-resistant P388/ADR tumor cells.
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