title: Design, synthesis and biological evaluation of paclitaxel-mimics possessing only the oxetane D-ring and side chain structures.
abstract: Two spiro paclitaxel-mimics consisting only of an oxetane D-ring and a C-13 side chain were designed and synthesized on the basis of analysis of structure-activity relationships (SAR) of paclitaxel. In vitro microtubule-stabilizing and antiproliferative assays indicated a moderate weaker activity of the mimics than paclitaxel, but which still represented the first example of simplified paclitaxel analogues with significant anti-tumor biological activity.
authors.affiliation: Department of Chinese Traditional Herbal, Agronomy College, Sichuan Agricultural University, No. 211, Huiming Road, Wenjiang Region, Chengdu 611130, PR China.
authors.forename: Xing-Xiu
authors.initials: XX
authors.lastname: Chen
authors.affiliation: Department of Chinese Traditional Herbal, Agronomy College, Sichuan Agricultural University, No. 211, Huiming Road, Wenjiang Region, Chengdu 611130, PR China. Electronic address: gaofeng@sicau.edu.cn.
authors.forename: Feng
authors.initials: F
authors.lastname: Gao
authors.affiliation: Department of Chinese Traditional Herbal, Agronomy College, Sichuan Agricultural University, No. 211, Huiming Road, Wenjiang Region, Chengdu 611130, PR China.
authors.forename: Qi
authors.initials: Q
authors.lastname: Wang
authors.affiliation: Department of Chinese Traditional Herbal, Agronomy College, Sichuan Agricultural University, No. 211, Huiming Road, Wenjiang Region, Chengdu 611130, PR China.
authors.forename: Xing
authors.initials: X
authors.lastname: Huang
authors.affiliation: Department of Chinese Traditional Herbal, Agronomy College, Sichuan Agricultural University, No. 211, Huiming Road, Wenjiang Region, Chengdu 611130, PR China.
authors.forename: Dan
authors.initials: D
authors.lastname: Wang
mesh_terms: D000972:Antineoplastic Agents, Phytogenic / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology / Q000627:therapeutic use; D045744:Cell Line, Tumor; D015195:Drug Design; D004988:Ethers, Cyclic / Q000737:chemistry; D006801:Humans; D008870:Microtubules / Q000187:drug effects*; D017239:Paclitaxel / Q000031:analogs & derivatives* / Q000737:chemistry / Q000494:pharmacology / Q000627:therapeutic use; D013329:Structure-Activity Relationship; D014404:Tubulin / Q000737:chemistry; D050257:Tubulin Modulators / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology / Q000627:therapeutic use
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D004988:Ethers, Cyclic; D014404:Tubulin; D050257:Tubulin Modulators; C005287:oxetane; D017239:Paclitaxel
keywords: D-ring; Paclitaxel; Paclitaxel-mimics; Side chain; Spirocyclic oxetane