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M-4365 A1

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Category Antibiotics
Catalog number BBF-03633
CAS
Molecular Weight 567.75
Molecular Formula C31H53NO8

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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

It is produced by the strain of Micromonospora capillate MCRL 0940. M-4365 A1 is mainly resistant to Gram-positive bacteria and mycoplasma, and cross-resistance with other macrolide antibiotics.

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IUPAC Name (14Z)-9-[4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-3,10-diethyl-7-hydroxy-2,8,12,16-tetramethyl-4,17-dioxabicyclo[14.1.0]heptadec-14-ene-5,13-dione
Canonical SMILES CCC1CC(C(=O)C=CC2(C(O2)C(C(OC(=O)CC(C(C1OC3C(C(CC(O3)C)N(C)C)O)C)O)CC)C)C)C
InChI InChI=1S/C31H53NO8/c1-10-21-14-17(3)23(33)12-13-31(7)29(40-31)20(6)25(11-2)38-26(35)16-24(34)19(5)28(21)39-30-27(36)22(32(8)9)15-18(4)37-30/h12-13,17-22,24-25,27-30,34,36H,10-11,14-16H2,1-9H3/b13-12-
InChI Key QBBYUEGIXAMUPX-SEYXRHQNSA-N
Antibiotic Activity Spectrum Gram-positive bacteria; mycoplasma
Boiling Point 702.7±60.0°C at 760 mmHg
Melting Point 97-101°C
Density 1.1±0.1 g/cm3
1. New analogues of rosaramicin isolated from a Micromonospora strain. I. Taxonomy, fermentation, isolation and physico-chemical and biological properties
K Funaishi, K Kawamura, F Satoh, M Hiramatsu, M Hagiwara, M Okanish J Antibiot (Tokyo). 1990 Aug;43(8):938-47. doi: 10.7164/antibiotics.43.938.
Antibiotics 6108 A1, B, C and D, a new series of analogues of rosaramicin, were found together with rosaramicin, juvenimicin A4 and M-4365 A1 from the cultured broth of strain BA06108 which was assigned to be a new species of Micromonospora. 6108 A1 and C showed inhibitory activity against Gram-positive and some Gram-negative bacteria as potent as rosaramicin and exhibited low acute toxicity in mice. However, 6108 B showed less potent antimicrobial activity and 6108 D showed higher toxicity than those two antibiotics.
2. Macrolide antibiotics M-4365 produced by Micromonospora. II. Chemical structures
A Kinumaki, K I Harada, T Suzuki, M Suzuki, T Okuda J Antibiot (Tokyo). 1977 Jun;30(6):450-4. doi: 10.7164/antibiotics.30.450.
By physiochemical analyses and chemical procedures, the structures of a series of basic 16-membered macrolide antibiotics, M-4365, A1, A2, A3, G1, G2 and G3 were elucidated, and it was found that M-4365 A1, G1 and G2 were novel, while M-4365 A2, A3 and G3 were identical with rosamicin, juvenimicins A4 and B1, respectively.
3. Macrolide antibiotics M-4365 produced by Micromonospora. I. Taxonomy, production, isolation, characterization and properties
T Furumai, I Maezawa, N Matsuzawa, S Yano, T Yamaguchi J Antibiot (Tokyo). 1977 Jun;30(6):443-9. doi: 10.7164/antibiotics.30.443.
A series of basic 16-membered macrolide antibiotics, M-4365 A1, A2, A3, G1, G2 and G3, were isolated from the culture broth of strain MCRL 0940 which is assigned to be a new species of Micromonospora and for which the name Micromonospora capillata sp. nov. is proposed. Among these antibiotics, M-4365 A2 and G2 showed strong inhibitory activity against Gram-positive and Gram-negative bacteria.

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