Antibiotic IB 96212

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Category Antibiotics
Catalog number BBF-03590
CAS
Molecular Weight 999.31
Molecular Formula C54H94O16

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Description

It is produced by the strain of Micromonospora L-25-ES25-008. Antibiotic IB 96212 had only antifungal activity against micrococcus luteus and particularly strong cytotoxicity against P388 with IC50 of 0.0001 μg/mL.

Specification

IUPAC Name (4E,18E,20E)-7,9,11,12,13,14,15-heptahydroxy-10-(5-hydroxy-6-methyloxan-2-yl)oxy-6'-(3-hydroxypentan-2-yl)-22-(2-hydroxypropyl)-5',6,8,16,28,29-hexamethyl-14-propylspiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-oxane]-3-one
Canonical SMILES CCCC1(C(C(CC=CC=CC(CCC2C(C(C(C3(O2)CCC(C(O3)C(C)C(CC)O)C)C)OC(=O)C=CC(C(C(C(C(C(C(C1O)O)O)OC4CCC(C(O4)C)O)O)C)O)C)C)CC(C)O)C)O)O
InChI InChI=1S/C54H94O16/c1-12-26-53(65)51(63)31(5)17-15-14-16-18-38(28-32(6)55)20-22-41-34(8)49(36(10)54(69-41)27-25-30(4)48(70-54)33(7)39(56)13-2)67-42(58)23-19-29(3)44(59)35(9)45(60)50(46(61)47(62)52(53)64)68-43-24-21-40(57)37(11)66-43/h14-16,18-19,23,29-41,43-52,55-57,59-65H,12-13,17,20-22,24-28H2,1-11H3/b15-14+,18-16+,23-19+
InChI Key ZJMNECRCNSUGSV-LXVCUWKXSA-N

Properties

Appearance White Crystalline Powder
Antibiotic Activity Spectrum Gram-positive bacteria; neoplastics (Tumor)
Melting Point 165-166°C

Reference Reading

1. IB-96212, a novel cytotoxic macrolide produced by a marine Micromonospora. II. Physico-chemical properties and structure determination
L M Cañedo, J L Fernández-Puentes, J P Baz J Antibiot (Tokyo). 2000 May;53(5):479-83. doi: 10.7164/antibiotics.53.479.
IB-96212, is a new member of spiroketal containing macrolide class of fermentation-derived natural products isolated from mycelial extracts of Micromonospora sp. The structure consists of a new aglycone which possesses a 26-membered macrolide ring system and of one deoxy sugar identified as L-rhodinose, this structure represents the first reported spiroketal macrolide natural product related to other macrolides, such as oligomycins, dunaimycins, citovaricin, rutamycin and ossamycin.
2. IB-96212, a novel cytotoxic macrolide produced by a marine Micromonospora. I. Taxonomy, fermentation, isolation and biological activities
R I Fernández-Chimeno, L Cañedo, F Espliego, D Grávalos, F De La Calle, J L Fernández-Puentes, F Romero J Antibiot (Tokyo). 2000 May;53(5):474-8. doi: 10.7164/antibiotics.53.474.
A novel bioactive macrolide, IB-96212 has been isolated from the fermentation broth of a marine actinomycete, L-25-ES25-008. The strain belongs to the genus Micromonospora. The macrolide showed a very strong cytotoxic activity against P-388, and lower but significant activity against A-549, HT-29, and MEL-28 cell lines. We describe the isolation, taxonomy and fermentation of the producing strain as well as the isolation of IB-96212.

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