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紫杉醇的物性（急）
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5楼2008-08-22 16:58:38
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Monograph Number: 7052 Title: Paclitaxel CAS Registry Number: 33069-62-4 CAS Name: [2aR-[2aa,4b,4ab,6b,9a(aR*,bS*),11a,12a,12aa,12ba]]-b-(Benzoylamino)-a-hydroxybenzenepropanoic acid 6,12b-bis(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl ester Additional Names: 5b,20-epoxy-1,2a,4,7b,10b,13a-hexahydroxytax-11-en-9-one 4,10-diacetate 2-benzoate 13-ester with (2R,3S)-N-benzoyl-3-phenylisoserine; taxol A Manufacturers' Codes: NSC-125973 Trademarks: Anzatax (Faulding); Paxene (Baker Norton); Taxol (Bristol-Myers Squibb) Molecular Formula: C47H51NO14 Molecular Weight: 853.90. Percent Composition: C 66.11%, H 6.02%, N 1.64%, O 26.23% Literature References: Antileukemic and antitumor agent first isolated, as the l-form, from the bark of the Pacific yew tree, Taxus brevifolia, Taxaceae; promotes the assembly of microtubules and inhibits the tubulin disassembly process. Isoln and structure: M. C. Wani et al., J. Am. Chem. Soc. 93, 2325 (1971). In vitro promotion of microtubule assembly: P. B. Schiff et al., Nature 277, 665 (1979). Isoln from Taxus baccala L. and in vitro inhibition of depolymerization of microtubules into tubulin: G. Chauviere et al., C.R. Acad. Sci. Paris Ser. II 293, 501 (1981). Total synthesis of taxusin, which contains the entire ring skeleton: R. A. Holton et al., J. Am. Chem. Soc. 110, 6558 (1988). Total stereosynthesis: R. A. Holton et al., ibid. 116, 1597, 1599 (1994); K. C. Nicolaou et al., Nature 367, 630 (1994). Synthesis and anticancer activity of derivs: D. G. I. Kingston et al., Studies in Organic Chemistry vol. 26, entitled "New Trends in Natural Products Chemistry 1986", Atta-ur-Rahman, P. W. Le Quesne, Eds. (Elsevier, Amsterdam, 1986) pp 219-235. Production by Taxomyces andreanae, an endophytic fungus associated with T. brevifolia: A. Stierle et al., Science 260, 214 (1993). Use in study of structure and function of microtubules: S. B. Horwitz et al., Cold Spring Harbor Symp. Quant. Biol. 46, 219 (1982). Clinical evaluation in Kaposi's sarcoma: M. W. Saville et al., Lancet 346, 26 (1995). Review of mechanism of action: J. J. Manfredi, S. B. Horwitz, Pharmacol. Ther. 25, 83-125 (1984); S. B. Horwitz et al., Ann. N.Y. Acad. Sci. 466, 733-744 (1986); S. B. Horwitz, Trends Pharmacol. Sci. 13, 134-136 (1992). Symposium on clinical toxicology, pharmacology and efficacy: Sem. Oncol. 20, Suppl. 3, 1-60 (1993). Review in ovarian cancer: C. D. Runowicz et al., Cancer 71, 1591-1596 (1993). Book: Taxol? Science and Applications, M. Suffness, Ed. (CRC Press, Boca Raton, 1995) 426 pp. Properties: Needles from aq methanol, mp 213-216?(dec). [a]D20 -49?(methanol). uv max (methanol): 227, 273 nm (e 29800, 1700). Melting point: mp 213-216?(dec) Optical Rotation: [a]D20 -49?(methanol) Absorption maximum: uv max (methanol): 227, 273 nm (e 29800, 1700) Use: Tool in study of structure and function of microtubules. Therap-Cat: Antineoplastic. |
4楼2008-08-22 10:07:02
