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FD-211 Sale

(Synonyms: (–)-Waol A) 目录号 : GC46146

A δ lactone with anticancer activity

FD-211 Chemical Structure

Cas No.:162341-24-4

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1mg
¥2,141.00
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产品描述

FD-211 is a δ lactone originally isolated from M. lutea with anticancer activity.1 It is cytotoxic to adriamycin-susceptible P388, T-24, HeLa, A549, and HL-60 cancer cells (IC50s = 4, 0.5, 1, 1, and 0.2 μg/ml, respectively), as well as adriamycin-resistant HL-60/ADR cells (IC50 = 0.1 μg/ml). FD-211 also inhibits DNA, RNA, and protein synthesis in HeLa cells (IC50 = 1.25 μg/ml for all).

|1. Nozawa, O., Okazaki, T., Sakai, N., et al. A novel bioactive δ lactone FD-211. Taxonomy, isolation and characterization. J. Antibiot. (Tokyo) 48(2), 113-118 (1995).

Chemical Properties

Cas No. 162341-24-4 SDF
别名 (–)-Waol A
Canonical SMILES O[C@H]1[C@@H](/C=C/C)O[C@]2([H])C(C(O[C@H]2/C=C/C)=O)=C1
分子式 C13H16O4 分子量 236.3
溶解度 Dichloromethane: soluble,DMSO: soluble,Ethanol: soluble,Methanol: soluble 储存条件 Store at -20°C
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1 mg 5 mg 10 mg
1 mM 4.2319 mL 21.1595 mL 42.3191 mL
5 mM 0.8464 mL 4.2319 mL 8.4638 mL
10 mM 0.4232 mL 2.116 mL 4.2319 mL
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Research Update

A novel bioactive delta lactone FD-211. Taxonomy, isolation and characterization

J Antibiot (Tokyo) 1995 Feb;48(2):113-8.PMID:7706120DOI:10.7164/antibiotics.48.113.

During our screening program for natural product drugs effective against multidrug-resistant mammalian cells, we have discovered a new delta lactone FD-211 from the fermantation broth of Myceliophthora lutea TF-0409. FD-211 had a broad spectrum activity against cultured tumor cell lines, including adriamycin-resistant HL-60 cells.

Syntheses of (-)-TAN-2483A, (-)-massarilactone B, and the fusidilactone B ring system. Revision of the structures of and syntheses of (+/-)-Waol A (FD-211) and (+/-)-Waol B (FD-212)

J Org Chem 2004 Aug 20;69(17):5517-27.PMID:15307719DOI:10.1021/jo0358628.

The structure of waol A has been revised from 1 to 6, the vinylogue of TAN-2483A (5). Aldol reaction of hydroxybutanolides 13b,c with 2,4-hexadienal affords 12b,c, which are subjected to iodoetherification with bis(sym-collidine)IPF6 to provide 11b(c). Treatment with Et3N in CH2Cl2 completes the three-step syntheses of TAN-2483A (5) and waol A (6). Aldol reaction of hydroxybutanolide 31 with 2,4-hexadienal affords 32, which is subjected to iodoetherification to provide 34, which in turn is treated with Bu3SnCl, NaBH3CN, and oxygen to provide diol 60. Further elaboration completes the first syntheses of massarilactone B (7) and the fusidilactone B (9) ring system.

A simple and efficient approach to the synthesis of 4H-furo[3,4-b]pyrans via a three-component reaction of isocyanides

Bioorg Med Chem Lett 2008 Jul 15;18(14):3968-70.PMID:18585033DOI:10.1016/j.bmcl.2008.06.014.

A three-component reaction of an isocyanide, a dialkyl acetylenedicarboxylate, and tetronic acid in dichloromethane at room temperature afforded 4H-furo[3,4-b]pyran derivatives. These compounds are closely related with ring systems, TAN-2483B, TAN-2483A, and FD-211 which have a broad spectrum of biological activity.