SF2738C
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| Category | Antibiotics |
| Catalog number | BBF-02461 |
| CAS | |
| Molecular Weight | 262.33 |
| Molecular Formula | C13H14N2O2S |
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Description
SF2738C is an antibiotic produced by the strain of Streptomyces sp. It has moderate activity against gram-positive, gram-negative bacteria and fungi.
Specification
| Synonyms | SF-2738C; SF 2738C |
| IUPAC Name | (4-methoxy-3-methylsulfanyl-6-pyridin-2-ylpyridin-2-yl)methanol |
| Canonical SMILES | COC1=CC(=NC(=C1SC)CO)C2=CC=CC=N2 |
| InChI | InChI=1S/C13H14N2O2S/c1-17-12-7-10(9-5-3-4-6-14-9)15-11(8-16)13(12)18-2/h3-7,16H,8H2,1-2H3 |
| InChI Key | MKEKAXKNTUEPCM-UHFFFAOYSA-N |
Properties
| Appearance | Solid Powder |
| Antibiotic Activity Spectrum | Gram-positive bacteria; Gram-negative bacteria; fungi |
| Melting Point | 104-106°C |
Reference Reading
1. Biocontrol of toxinogenic Aspergillus flavus and Fusarium oxysporum f. sp. albedinis by two rare Saharan actinomycetes strains and LC-ESI/MS-MS profiling of their antimicrobial products
Hayate Meliani, Ahmed Makhloufi, Ameur Cherif, Mouna Mahjoubi, Khadidja Makhloufi Saudi J Biol Sci. 2022 Jun;29(6):103288. doi: 10.1016/j.sjbs.2022.103288. Epub 2022 Apr 21.
Fungi colonizing fruits in the field and post-harvest constitute a major threat to the global food sector. This study focuses on the biocontrol of Aspergillus flavus (aflatoxin-producing mold considered carcinogenic by IARC) and Fusarium oxysporum f. sp. albedinis (FOA) (phytopathogenic agent, causal of El Bayoud in the Algerian and Moroccan Sahara). These molds have a significant economic impact and pose a serious human health problem. The aim of this work is to study the antifungal activity of two rare actinomycetes strains; Saccharothrix sp. COL22 and Actinomadura sp. COL08 strains against toxinogenic A. flavus and F. oxysporum f. sp. albedinis. The strains are isolated from Citrullus colocynthis rhizosphere on different media: ISP2, GLM, TSA, Starch-casein-agar and WYE and with different treatments of the samples (physical, chemical treatment and enrichment). The antifungal tests against the pathogenic microorganisms were performed on ISP2, GLM and TSA medium by means of the agar cylinders method. The kinetics of antibiotic production were performed on ISP medium over 16 days. The characterization of the antimicrobial compounds by LC-ESI/MS-MS showed that the bacterial extracts contain Antibiotic SF 2738C, Tetrodecamycin and Aplysillamide B. The phenotypic and molecular studies showed that Saccharothrix sp. COL22 is closely related to the Saccharothrix longispora strain type and that Actinomadura sp. COL08 is closely related to the Actinomadura hibisca strain type. The two strains are rare and showed an interesting activity against toxinogenic A. flavus and F. oxysporum f. sp. albedinis.
2. Novel antibiotics SF2738A, B and C, and their analogs produced by Streptomyces sp
S Gomi, S Amano, E Sato, S Miyadoh, Y Kodama J Antibiot (Tokyo). 1994 Dec;47(12):1385-94. doi: 10.7164/antibiotics.47.1385.
Three new antibiotics SF2738A, B and C, and their analogs were isolated from the culture broth of Streptomyces sp. The antibiotics are active against Gram-positive bacteria, Gram-negative bacteria and fungi, and exhibited cytotoxic activity against P388 murine leukemia cells with IC50 values of 0.08, 0.25 and 7.5 micrograms/ml, respectively. Their structures were determined by spectral analyses and chemical conversion. Especially, the structure of SF2738A was confirmed to be (E)-((4-methoxy-5-methylthio-2-(2-pyridyl)pyridin-6-yl)methylene)azan ol by X-ray crystallographic analysis.
3. Anti-mycobacterial nucleoside antibiotics from a marine-derived Streptomyces sp. TPU1236A
Ying-Yue Bu, Hiroyuki Yamazaki, Kazuyo Ukai, Michio Namikoshi Mar Drugs. 2014 Dec 17;12(12):6102-12. doi: 10.3390/md12126102.
Five new nucleoside antibiotics, named streptcytosines A-E (1-5), and six known compounds, de-amosaminyl-cytosamine (6), plicacetin (7), bamicetin (8), amicetin (9), collismycin B (10), and SF2738 C (11), were isolated from a culture broth of Streptomyces sp. TPU1236A collected in Okinawa, Japan. The structures of new compounds were elucidated on the basis of their spectroscopic data (HRFABMS, IR, UV, and 2D NMR experiments including 1H-1H COSY, HMQC, HMBC, and NOESY spectra). Streptcytosine A (1) belonged to the amicetin group antibiotics, and streptcytosines B-E (2-5) were derivatives of de-amosaminyl-cytosamine (6), 2,3,6-trideoxyglucopyranosyl cytosine. Compound 1 inhibited the growth of Mycobacterium smegmatis (MIC = 32 µg/mL), while compounds 2-5 were not active at 50 µg/disc. Bamicetin (8) and amicetin (9) showed the MICs of 16 and 8 µg/mL, respectively.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
