
CAS Name: 10-[[6-Deoxy-2-O-(6-deoxy-3-O-methyl-a-D-galactopyranosyl)-b-D-galactopyranosyl]oxy]-6-hydroxy-1-methylbenzo[h][1]benzopyrano[5,4,3-cde][1]benzopyran-5,12-dione
Additional Names: anti...
Literature References: Antibiotic substance produced by Streptomyces chartreusis from African soil, also by another Streptomyces sp. from North American soil: B. E. Leach et al., J. Am. Chem. Soc. 75, 4011 (1953). Identity with Antibiotic X-465A: J. Berger et al., ibid. 80, 1636 (1958). Structure: L. H. Sternbach et al., ibid. 1639; E. Simonitsch et al., Helv. Chim. Acta 47, 1459 (1964); W. Eisenhuth et al., ibid. 1475. Anticancer activity: J. P. McGovern et al., Cancer Res. 37, 1666 (1977). Synthesis of chartarin, the chartreusin aglycone: T. R. Kelly et al., J. Am. Chem. Soc. 102, 798 (1980); F. M. Hauser, D.W. Combs, J. Org. Chem. 45, 4071 (1980).
CAS Name: 6-[2-(4,9-Dihydro-8-hydroxy-5,7-dimethoxy-4,9-dioxonaphtho[2,3-b]furan-2-yl)ethyl]-7,8-dihydroxy-1-oxo-1H-2-benzopyran-3-carboxylic acid methyl ester
Additional Names: a-rubromycin
CAS Name: 3-Amino-N-(3-amino-3-iminopropyl)cyclopentanecarboxamide
Additional Names: N-(2'-amidinoethyl)-3-aminocyclopentanecarboxamide; myxoviromycin
Percent Composition: C 54.52%, H 9.15%,...
Literature References: Antibiotic substance produced by Streptomyces flavochromogenes isolated from Japanese soil (Shiuoka Prefecture). Isoln and structure: S. Nakamura et al., J. Antibiot. 14A, 103 (1961); S. Nakamura, Chem. Pharm. Bull. 9, 641 (1961). Identity with myxoviromycin: S. Nakamura et al., J. Antibiot. 14A, 163 (1961). Prepn: Katsube, Saito, JP 68 21418 (1968 to Sumitomo), C.A. 70, 87135q (1969). Synthesis of amidinomycin and trans isomer: H. Paul et al., Arch. Pharm. 301, 512 (1968). Crystal and molecular structure: M. Kaneda et al., J. Antibiot. 33, 778 (1980).
CAS Name: D-4-Amino-3-isoxazolidinone
Additional Names: D-4-amino-3-isoxazolidone; orientomycinTrademarks: Closina; Farmiserina (Farmitalia); Micoserina; Oxamycin (Merck Co.); Seromycin (Lilly...
Literature References: Antibiotic substance produced by Streptomyces garyphalus sive orchidaceus: Kuehl, Jr., et al., J. Am. Chem. Soc. 77, 2344 (1955); Hidy et al., ibid. 2345; Shull, Sardinas, Antibiot. Chemother. 5, 398 (1955); Shull et al., US 2773878 (1956 to Pfizer); Harned, US 2789983 (1957 to Commercial Solvents); GB 768007 (1957 to Commercial Solvents), C.A. 51, 10847e (1957); US 3124590 (1964 to Commercial Solvents); Howe, US 2845433 (1958 to Merck Co.). Synthesis: Stammer et al., J. Am. Chem. Soc. 77, 2346 (1955); Peck, US 2772280 (1956 to Merck Co.); Plattner et al., Helv. Chim. Acta 40, 1531 (1957); Holly, Stammer, US 2840565 (1958 to Merck Co.). Prepn of crystalline calcium and magnesium salts: Harris et al., US 2832788 (1958 to Merck Co.). HPLC determn in plasma and urine: D. G. Musson et al., J. Chromatogr. 414, 121 (1987). Comprehensive description: J. W. Lamb, Anal. Profiles Drug Subs. 1, 53-64 (1972); H. A. El-Obeid, A. A. Al-Badr, ibid. 18, 567-597 (1989).
CAS Name: (E)-5-Deoxy-5-[[3-[4-[(6-deoxy-b-D-arabino-hexofuranos-5-ulos-1-yl)oxy]-3-hydroxyphenyl]-2-methyl-1-oxo-2-propenyl]amino]-1,2-O-methylene-D-neo-inositol
Additional Names: homomycin; h...
Literature References: Antibiotic substance produced by Streptomyces hygroscopicus (Jensen) Waksman Henrici, from forest soil near Indianapolis, Ind: R. L. Mann et al., Antibiot. Chemother. 3, 1279 (1953). Produced also by Streptomyces noboritoensis from soil collected in Kanawaga Prefecture. Identity of homomycin and hygromycin: K. Isono et al., J. Antibiot. 10A, 21 (1957). Structure: eidem, ibid. 160; R. L. Mann, D. O. Woolf, J. Am. Chem. Soc. 79, 120 (1957). Abs config: K. Kakinuma, Y. Sakagami, Agric. Biol. Chem. 42, 279 (1978). Synthesis of the sugar component: M. Nakajima, S. Takahashi, ibid. 31, 1082 (1967). Total synthesis: N. Chida et al., Chem. Commun. 1989, 436. Peptide synthesis inhibitor: M. Guerrero, J. Modolell, Eur. J. Biochem. 107, 409 (1980).
CAS Name: 4-Oxo-2-thiazolidinehexanoic acid
Additional Names: e-[2-(4-thiazolidone)]hexanoic acid; 4-thiazolidone-2-caproic acid; 2-(5-carboxypentyl)-4-thiazolidone; cinnamonin; actithiazic aci...
Literature References: Antibiotic substance produced by Streptomyces lavendulae, Streptomyces virginiae and several other Streptomyces spp. Isoln: Tejera et al., Antibiot. Chemother. 2, 333 (1952). Production by fermentation: Grundy et al., US 2678929 (1954 to Abbott). Synthesis: McLamore et al., J. Am. Chem. Soc. 75, 105 (1953); Nienburg, Friedrichsen, DE 931651 (1955 to BASF). Toxicity studies: Miyake et al., Pharm. Bull. 1, 84, 89 (1953). Review: Caltrider, Antibiotics vol. I, D. Gottlieb, P. D. Shaw, Eds. (Springer-Verlag, New York, 1967) pp 666-668.
CAS Name: 12-Deoxypicromycin
Percent Composition: C 65.98%, H 9.29%, N 2.75%, O 21.97%
Literature References: Antibiotic substance produced by Streptomyces narbonensis from soil near Cannes, France: Corbaz et al., Helv. Chim. Acta 38, 935 (1955). Structure: Prelog et al., ibid. 45, 4 (1962). Stereochemical studies: Rickards, Smith, Tetrahedron Lett. 1970, 1025; H. Ogura et al., J. Am. Chem. Soc. 97, 1930 (1975); eidem, Tetrahedron 37, Suppl. 1, 165 (1981). Isoln and structure of the aglycone narbonolide: Hori et al., Chem. Commun. 1971, 304. Synthesis of narbonolide: T. Kaiho et al., J. Org. Chem. 47, 1612 (1982).
Additional Names: Reticulin (the antibiotic)
Percent Composition: C 42.21%, H 6.58%, N 16.41%, O 34.81%
Literature References: Antibiotic substance produced by Streptomyces reticuli: Hosoya et al., Jpn. J. Exp. Med. 20, 327 (1949), C.A. 45, 3459i (1951); by S. griseocarneus (from a Japanese soil): Stodola et al., J. Am. Chem. Soc. 73, 2290 (1951); Benedict, Stodola, US 2617755 (1952 to U.S. Secy. Agr.); by Streptomyces NA 232-M1: Grundy et al., Antibiot. Chemother. 1, 309 (1951); by S. subrutilus: Arai et al., J. Antibiot. 17A, 23 (1964). Identity of reticulin (the antibiotic) and hydroxystreptomycin: Hosoya et al., Jpn. J. Exp. Med. 22, 303 (1952), C.A. 48, 3477a (1954). Toxicity: Ambrose, Proc. Soc. Exp. Biol. Med. 76, 466 (1951).
CAS Name: N-(4,5-Dihydro-4-methyl-5-oxo-1,2-dithiolo[4,3-b]pyrrol-6-yl)propanamide
Additional Names: 4-methyl-6-propionamido-1,2-dithiolo[4,3-b]pyrrol-5(4H)-one; 5-methyl-3-propionamidopyrrolin...
Literature References: Antibiotic substance produced by Streptomyces sp 26A (Mitaka, Tokyo, June 1947) which resembles Nocardia farcinicus or Streptomyces lipmanii: Umezawa et al., Jpn. Med. J. 1, 512 (1948); Umezawa et al., J. Antibiot. 2, Suppl. A, 105 (1949); Maeda, ibid. 2, 793 (1949); Maeda, Jpn. Med. J. 2, 85 (1949); Celmer et al., J. Am. Chem. Soc. 74, 6304 (1952). Structure: Celmer, Solomons, ibid. 77, 2861 (1955). Prepn: Celmer, US 2752359 (1956 to Pfizer). Total synthesis: Schmidt, Geiger, Angew. Chem. 74, 328 (1962).
CAS Name: N-[7-[[3-O-(Aminocarbonyl)-6-deoxy-5-C-methyl-4-O-methyl-b-L-lyxo-hexopyranosyl]oxy]-4-hydroxy-8-methyl-2-oxo-2H-1-benzopyran-3-yl]-4-hydroxy-3-(3-methyl-2-butenyl)benzamide
Additiona...
Literature References: Antibiotic substance produced by Streptomyces spheroides: Kaczka et al., J. Am. Chem. Soc. 77, 6404 (1955); Wolf, US 3000873 (1961 to Merck Co.); Stammer, Miller; Miller; Wallick, US 3049475; US 3049476; US 3049534 (all 1962 to Merck Co.). By Streptomyces niveus: Hoeksema et al., J. Am. Chem. Soc. 77, 6710 (1955); Antibiot. Chemother. 6, 143 (1956); French, US 3068221 (1962 to Upjohn). Structure: Shunk et al., J. Am. Chem. Soc. 78, 1770 (1956); Hoeksema et al., ibid. 2019; Walton et al., ibid. 82, 1489 (1960). Conformation: Golding, Richards, Chem. Ind. (London) 1963, 1081. Revised configuration: O. Achmatowicz et al., Tetrahedron 32, 1051 (1976). Synthesis: Stammer, US 2925411 (1960); Walton, Spencer, US 2966484 (1960 to Merck Co.); Vaterlaus et al., Helv. Chim. Acta 47, 390 (1964). Conversion of isonovobiocin to novobiocin: Caron et al., US 2983723 (1961 to Upjohn). Antiviral activity: Chang, Weinstein, Antimicrob. Agents Chemother. 1970, 165. Efficacy in canine respiratory infections: B. W. Maxey, Vet. Med. Small Anim. Clin. 75, 89 (1980). Mechanism of action studies: Smith, Davis, J. Bacteriol. 93, 71 (1967); H. T. Wright et al., Science 213, 455 (1981); I. W. Althaus et al., J. Antibiot. 41, 373 (1988). Review: Brock in Antibiotics vol. 1, R. Gottlieb, P. Shaw, Eds. (Springer-Verlag, New York, 1967) pp 651-665; M. J. Ryan, ibid. vol. 5(pt. 1), F. E. Hahn, Ed. (1979) pp 214-234.
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