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Tylophorine CAS Registry Number: 482-20-2 (S)-9,11,12,13,13a,14-六氢-2,3,6,7-四甲氧基二苯并[f,h]吡咯并(1,2-b)异喹啉

CAS Name: (13aS)-9,11,12,13,13a,14-Hexahydro-2,3,6,7-tetramethoxydibenzo[f,h]pyrrolo[1,2-b]isoquinoline
Additional Names: 2,3,6,7-tetramethoxyphenanthro[9,10:6',7']indolizidine
Percent Compo...
Literature References: Major alkaloid from Tylophora asthmatica Wight et Arn., Asclepiadaceae. Also found in other Asclepiadaceae, Moraceae, Urticaceae and Lauraceae. Naturally occurring form originally isolated and reported to be levorotatory; later corrected to dextrorotatory. Isoln: A. N. Ratnagiriswaran, K. Venkatachalam, Indian J. Med. Res. 22, 433 (1935); R. N. Chopra et al., Arch. Pharm. 275, 236 (1937); T. R. Govindachari et al., J. Chem. Soc. 1954, 2801. Structure: eidem, Tetrahedron 9, 53 (1960). Absolute configuration: eidem, J. Chem. Soc. Perkin Trans. 1 1974, 1161. Synthesis of the dl-form: eidem, Chem. Ind. (London) 1960, 664; N. A. Khatri et al., J. Am. Chem. Soc. 103, 6387 (1981). Synthesis and verification of dextrorotation of naturally occurring form: T. F. Buckley 3rd, H. Rapoport, J. Org. Chem. 48, 4222 (1983); J. E. Nordlander, F. G. Njoroge, ibid. 52, 1627 (1987). Stereoselective synthesis of l-form: M. Ihara et al., Tetrahedron Lett. 29, 4135 (1988). Biosynthesis: Mulchandani et al., Phytochemistry 8, 1931 (1969); ibid. 10, 1047 (1971); D. S. Bhakuni, V. K. Mangla, Tetrahedron 37, 401 (1981). Pharmacology: C. Gopalakrishnan et al., Indian J. Med. Res. 69, 513 (1979); 71, 940 (1980).

Grandisol CAS Registry Number: 26532-22-9 环丁烷乙醇,1-甲基-2-(1-甲基兜基)-, (1R,2S)-

CAS Name: (1R-cis)-1-Methyl-2-(1-methylethenyl)cyclobutaneethanol
Additional Names: cis-(+)-2-isopropenyl-1-methylcyclobutaneethanol; (+)-(1R,2S)-1-(2'-hydroxyethyl)-1-methyl-2-isopropenylcyclo...
Literature References: Major component of grandlure, the sex pheromone of the boll weevil (Anthonomus grandis, Boheman). Isoln and synthesis: J. H. Tumlinson et al., Science 166, 1010 (1969); eidem, J. Org. Chem. 36, 2616 (1971). Synthesis of optically active grandisol: P. D. Hobbs, P. D. Magnus, Chem. Commun. 1974, 856; eidem, J. Am. Chem. Soc. 98, 4594 (1976); K. Mori, Tetrahedron 34, 915 (1978); of enantiomerically pure grandisol: J. B. Jones et al., Can. J. Chem. 60, 2007 (1982). Synthesis of racemate: B. M. Trost et al., J. Am. Chem. Soc. 99, 3088 (1977). Short stereoselective synthesis of (±)-grandisol: I. Aljancic-Solaja et al., Helv. Chim. Acta 70, 1302 (1987). Review of syntheses: J. A. Katzenellenbogen, Science 194, 139-148 (1976); J. M. Brand et al., Fortschr. Chem. Org. Naturst. 37, 18-29 (1979), see also refs pp 157-190; K. Mori, "The Synthesis of Insect Pheromones" in The Total Synthesis of Natural Products vol. 4, J. ApSimon, Ed. (Wiley-Interscience, New York, 1981) pp 80-85.

Amicoumacin A CAS Registry Number: 78654-44-1 5-氨基-2,3-二羟基-N-[1-(8-羟基-1-氧代异色满-3-基)-3-甲基丁基]己烷二酰胺

CAS Name: 3-Amino-2,3-dideoxy-N6-[1-(3,4-dihydro-8-hydroxy-1-oxo-1H-2-benzopyran-3-yl)-3-methylbutyl]hexaramide
Percent Composition: C 56.73%, H 6.90%, N 9.92%, O 26.45%
Literature References: Major component of a complex of antibiotics produced by Bacillus pumilus BN-103. Also exhibits anti-inflammatory activity in vivo. Isoln and biol activity: JP Kokai 83 18379 (1983 to Meiji Seika), C.A. 99, 20906x (1983); J. Itoh et al., J. Antibiot. 34, 611 (1981); eidem, Agric. Biol. Chem. 46, 1255 (1982). Structure: eidem, ibid. 2659. Use as acaricide: JP Kokai 83 216107 (1983 to Meiji Seika), C.A. 100, 116494b (1984).

Tunichrome B-1 CAS Registry Number: 97689-87-7

CAS Name: (aE)-3,5-Dihydroxy-L-tyrosyl-a,b-didehydro-3,5-dihydroxy-N-[(1Z)-2-(3,4,5-trihydroxyphenyl)ethenyl]tyrosinamide
Additional Names: TB-1
Percent Composition: C 56.22%, H 4.54%, N 7.5...
Literature References: Major component of a group of polyphenolic yellow blood pigments isolated from the sea squirt (tunicate) Ascidia nigra (Linnaeus). The tunichromes are strong biological reducing agents involved in the selective accumulation of vanadium by A. nigra. Isoln of crude tunichrome mixture from the blood cells of A. nigra, action in converting vanadium(V) to vanadium(III): I. G. Macara et al., Biochem. J. 181, 457 (1979). Isoln of tunichrome B-1 by HPLC under anaerobic conditions, characterization and structure determn by mass spec, nmr: R. C. Bruening et al., J. Am. Chem. Soc. 107, 5298 (1985). Brief account of the role of tunichromes in studies into the biochemical nature of vanadium and other trace metals: R. J. Seltzer, Chem. Eng. News 63, 67 (Sept. 16, 1985). Review: R. C. Bruening et al., J. Nat. Prod. 49, 193 (1986).

Berninamycin CAS Registry Number: 58798-97-3

CAS Name: Berninamycin A
Percent Composition: C 53.45%, H 4.49%, N 18.33%, O 20.94%, S 2.80%
Literature References: Major component of cyclic peptide antibiotic complex also containing minor component Berninamycin B (C51H51N15O14S). Isoln from Streptomyces bernesis Dietz: M. E. Bergy et al., US 3689639 (1972). Inhibition of protein synthesis: F. Reusser, Biochemistry 8, 3303 (1969); J. Thompson et al., J. Gen. Microbiol. 128, 875 (1982). Structural studies and characterization of degradation product berninamycinic acid, a novel sulfur containing moiety: J. M. Liesch et al., J. Am. Chem. Soc. 98, 299 (1976); J. M. Liesch et al., ibid. 8237; J. M. Liesch, K. L. Rinehart, Jr., ibid. 99, 1645 (1977). Revised structure: H. Abe et al., Tetrahedron Lett. 29, 1401 (1988). Confirmation of structures: R. C. M. Lau, K. L. Rinehart, J. Antibiot. 47, 1466 (1994). Biosynthetic study: C. J. Pearce, K. L. Rinehart, Jr., J. Am. Chem. Soc. 101, 5069 (1979). Use as growth permittant: R. M. Pellegrino, EP 112233 (1984 to Merck Co.). Synthesis of berninamycinic acid: T. R. Kelly et al., Tetrahedron Lett. 25, 2127 (1984).

Prodlure CAS Registry Number: 50767-79-8 (Z,E)-9,11-十四碳二烯-1-醇乙酸酯

CAS Name: (9Z,11E)-9,11-Tetradecadien-1-ol acetate
Additional Names: cis-9,trans-11-tetradecadienyl acetate; cis-9,trans-11-TDDA; litlure A
Percent Composition: C 76.14%, H 11.18%, O 12.68%
Literature References: Major component of sex pheromone of female spodoptera litura (F.) and Egyptian cotton leafworm, S. littoralis (Boisd.). Isoln and prepn: Y. Tamaki et al., Appl. Entomol. Zool. 8, 200 (1973); B. F. Nesbitt et al., Nature New Biol. 244, 208 (1973). Prepn: T. Yushimo et al., DE 2406259 (1974 to Natl. Inst. Agr. Sci.), C.A. 82, 97681b (1975). Stereoselective synthesis: D. R. Hall et al., Chem. Ind. (London) 1975, 216; G. Goto et al., Chem. Lett. 1975, 103; G. Decodts et al., Synthesis 7, 510 (1979). Activity studies in presence of minor component, (Z,E)-9,12-tetradecadien-1-ol acetate: S. Neumark et al., Environ. Lett. 6, 219 (1974); Y. Tamaki, T. Yushima et al., J. Insect Physiol. 20, 1005 (1974); M. Kehat et al., Appl. Entomol. Zool. 11, 45 (1976).

Shellolic Acid CAS Registry Number: 4448-95-7 (3R,8aalpha)-2,3,4,7,8,8a-六氢-4beta-羟基-8beta-(羟基甲基)-8alpha-甲基-1H-3aalpha,7alpha-甲桥薁-3beta,6-二甲酸

CAS Name: [3R-(3a,3ab,4a,7b,8a,8aa)]-2,3,4,7,8,8a-Hexahydro-4-hydroxy-8-(hydroxymethyl)-8-methyl-1H-3a,7-methanoazulene-3,6-dicarboxylic acid
Additional Names: 10b,13-dihydroxycedr-8-ene-12,15-...
Literature References: Major component of the alicyclic fraction of shellac hydrolysate of which it usually constitutes 5-8%. Isoln: Harries, Nagel, Ber. 55, 3833 (1922); Nagel, Mertens, ibid. 70, 2173 (1937); Kirk et al., J. Am. Chem. Soc. 63, 1243 (1941). Structure studies: Carruthers et al., J. Chem. Soc. 1961, 5251; Cookson et al., Tetrahedron 18, 547, 1321 (1962); Yates, Field, ibid. 26, 3135 (1970). Stereochemistry: Yates et al., ibid. 26, 3159 (1970).

Mupirocin CAS Registry Number: 12650-69-0 莫匹罗星

CAS Name: (2E)-5,9-Anhydro-2,3,4,8-tetradeoxy-8-[[(2S,3S)-3-[(1S,2S)-2-hydroxy-1-methylpropyl]oxiranyl]methyl]-3-methyl-L-talo-non-2-enonic acid, 8-carboxyoctyl ester
Additional Names: pseudomo...
Literature References: Major component of the pseudomonic acids, q.v., an antibiotic complex produced by Pseudomonas fluorescens NCIB 10586. Isoln and characterization: A. T. Fuller et al., Nature 234, 416 (1971); K. D. Barrow, G. Mellows, DE 2227739; eidem, US 3977943; eidem, US 4071536 (1973, 1976, 1978 all to Beecham). Purification: P. J. O'Hanlon et al., DE 2842358; eidem, US 4222942 (1979, 1980 both to Beecham). Structure: E. B. Chain, G. Mellows, Chem. Commun. 1974, 847; eidem, J. Chem. Soc. Perkin Trans. 1 1977, 294. Absolute configuration: R. G. Alexander et al., ibid. 1978, 561. Prepn from methyl pseudomonate C: eidem, Tetrahedron Lett. 22, 2059 (1981). Total syntheses of (±)-form: B. B. Snider, G. B. Phillips, J. Am. Chem. Soc. 104, 1113 (1982); B. B. Snider et al., J. Org. Chem. 48, 3003 (1983). Biosynthesis: T. C. Feline et al., J. Chem. Soc. Perkin Trans. 1 1977, 309. Effect of pH on chemical stability and antibacterial activity: J. P. Clayton et al., ibid. 1979, 838. Inhibition of bacterial protein synthesis: J. Hughes, G. Mellows, J. Antibiot. 31, 330 (1978); of isoleucyl-tRNA synthetase: eidem, Biochem. J. 176, 305 (1978); eidem, ibid. 191, 209 (1980). In vitro antibacterial spectrum: R. Sutherland et al., Antimicrob. Agents Chemother. 27, 495 (1985); M. W. Casewell, R. L. R. Hill, J. Antimicrob. Chemother. 15, 523 (1985). Antimycoplasmal activity in vitro: R. M. Banks et al., J. Antibiot. 41, 609 (1988). Clinical evaluations: G. D. Reilly, R. C. Spencer, ibid. 13, 295 (1984); M. W. Casewell, R. L. R. Hill, ibid. 17, 365 (1986). Reviews: A. Ward, D. M. Campoli-Richards, Drugs 32, 425-444 (1986); M. W. Casewell, R. L. R. Hill, J. Antimicrob. Chemother. 19, 1-5 (1987).

Grindelic Acid CAS Registry Number: 1438-57-9 (2R,5S)-4,4'aalpha,5,5',6',7',8',8'a-八氢-2',5,5',5',8'abeta-五甲基螺[呋喃-2(3H),1'(4'H)-萘]-5-乙酸

CAS Name: (1'R,4'aS,5S,8'aS)-4,4'a,5,5',6',7',8',8'a-Octahydro-2',5,5',5',8'a-pentamethylspiro[furan-2(3H),1'(4'H)-naphthalene]-5-acetic acid
Additional Names: 9,13-epoxylabd-7-en-15-oic acid Literature References: Major grindelane diterpenoid isolated from the resin of Grindelia robusta Nutt., Compositae. Isoln and structure: L. Panizzi et al., Gazz. Chim. Ital. 92, 522 (1962). Stereochemical studies: L. Mangoni, M. Belardini, ibid. 92, 1379 (1962); 93, 455, 465 (1963). Synthesis: M. Adinolfi et al., ibid. 106, 625 (1976). Absolute configuration: M. Adinolfi et al., Phytochemistry 27, 1878 (1988); L. A. Paquette, H.-L. Wang, J. Org. Chem. 61, 5352 (1996).

Anot CAS Registry Number: 3572-44-9 3-氨基-2-甲基-5-硝基苯甲酰胺

CAS Name: 3-Amino-2-methyl-5-nitrobenzamide
Additional Names: 3-amino-5-nitro-o-toluamide
Percent Composition: C 49.23%, H 4.65%, N 21.53%, O 24.59%
Literature References: Major metabolite of chickens on a zoalene diet. Isoln procedure: Thiegs et al., J. Agric. Food Chem. 9, 201 (1961).