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Fattiviracin A1

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Fattiviracin A1
Category Antibiotics
Catalog number BBF-00898
CAS 214417-77-3
Molecular Weight 1572.03
Molecular Formula C81H150O28

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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

Fattiviracin A1 is an antiviral antibiotic produced by Streptomyces microflavus No. 2445. It has strong anti-herpes simplex virus type 1 (HSV-1), varicella-zoster virus (VZV), influenza A virus and type 1 human immunodeficiency virus (HIV-1) activity.

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IUPAC Name (1R,8R,9S,10S,11R,12R,19R,20S,21S,22R)-9,10,11,20,21,22-hexahydroxy-3-[20-hydroxy-14-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhenicosyl]-14-[29-hydroxy-14-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxytriacontyl]-2,6,13,17,23,24-hexaoxatricyclo[17.3.1.18,12]tetracosane-5,16-dione
Canonical SMILES CC(CCCCCCCCCCCCCCC(CCCCCCCCCCCCCC1CC(=O)OCC2C(C(C(C(O2)OC(CC(=O)OCC3C(C(C(C(O1)O3)O)O)O)CCCCCCCCCCCCCC(CCCCCC(C)O)OC4C(C(C(C(O4)CO)O)O)O)O)O)O)OC5C(C(C(C(O5)CO)O)O)O)O
InChI InChI=1S/C81H150O28/c1-54(84)40-32-25-19-13-7-3-4-8-14-20-26-34-42-56(102-78-74(96)70(92)66(88)60(50-82)106-78)43-35-27-21-15-9-5-11-17-23-29-37-46-58-48-64(86)100-52-63-69(91)73(95)77(99)81(109-63)105-59(49-65(87)101-53-62-68(90)72(94)76(98)80(104-58)108-62)47-38-30-24-18-12-6-10-16-22-28-36-44-57(45-39-31-33-41-55(2)85)103-79-75(97)71(93)67(89)61(51-83)107-79/h54-63,66-85,88-99H,3-53H2,1-2H3/t54?,55?,56?,57?,58?,59?,60-,61-,62-,63-,66-,67-,68-,69-,70+,71+,72+,73+,74-,75-,76-,77-,78-,79-,80-,81-/m1/s1
InChI Key YQYKMOMCJFNBBQ-MJSFJGRCSA-N
Appearance Oil
Antibiotic Activity Spectrum viruses
Solubility Soluble in Methanol, DMSO, Water
1. Fattiviracin A1, a novel antiviral agent produced by Streptomyces microflavus strain No. 2445. II. Biological properties
K Yokomizo, Y Miyamoto, K Nagao, E Kumagae, E S Habib, K Suzuki, S Harada, M Uyeda J Antibiot (Tokyo). 1998 Nov;51(11):1035-9. doi: 10.7164/antibiotics.51.1035.
Fattiviracin A1, showed potent antiviral activities against herpes simplex virus type 1 (HSV-1), varicella-zoster virus (VZV), influenza A virus and human immunodeficiency virus type 1 (HIV-1). It showed no cytotoxicity against Vero cells. Fattiviracin A1 exhibited no significant antibacterial or antifungal activities. Treatment of HSV-1 with fattiviracin A1 decreased its infectivity to Vero cells. The mechanism of its antiviral activity may be due to inactivation of the viral particles and inhibition of viral entry into host cells.
2. Fattiviracin A1, a novel antiherpetic agent produced by Streptomyces microflavus Strain No. 2445. I. Taxonomy, fermentation, isolation, physico-chemical properties and structure elucidation
M Uyeda, K Yokomizo, Y Miyamoto, E E Habib J Antibiot (Tokyo). 1998 Sep;51(9):823-8. doi: 10.7164/antibiotics.51.823.
A novel antiherpetic agent, fattiviracin A1, was isolated from the culture broth of strain No. 2445 identified as Streptomyces microflavus. It was purified through 1-butanol extraction, column chromatographies on Diaion HP-10 and silica gel and HPLC using a reverse phase column. The structure of fattiviracin A1 was determined by several spectroscopic experiments and chemical degradations. It is a new macrocyclic diester consisting of four D-glucose units and two (C24 and C33) hydroxy fatty acids. It is closely related to cycloviracins B1 and B2, but differs from these known compounds in both the length of its side chain and the sugar moiety.
3. Strobilurin M, tetrachloropyrocatechol and tetrachloropyrocatechol methyl ether: new antibiotics from a Mycena species
M Daferner, T Anke, V Hellwig, W Steglich, O Sterner J Antibiot (Tokyo). 1998 Sep;51(9):816-22. doi: 10.7164/antibiotics.51.816.
The antifungal and cytostatic compound strobilurin M (1) is a new variant of the strobilurins produced by Mycena sp. 96097, a tropical basidiomycete. The same fungus was found to produce tetrachloropyrocatechol (3a) and tetrachloropyrocatechol methyl ether (3b), new natural products, which exhibit antifungal, antibacterial and cytotoxic activities.

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