Total Synthesis and Structure-Activity Relationship Studies of Phelligridins C and D, and Phellifuropyranone A

被引：4

作者：

Ohyoshi, Takayuki ^{[1
]}

Mitsugi, Keisuke ^{[1
]}

Ichimura, Fumitaka ^{[1
]}

Higuma, Tatsuya ^{[1
]}

Yoshida, Masahito ^{[1
]}

Kigoshi, Hideo ^{[1
]}

机构：

[1] Univ Tsukuba, Grad Sch Pure & Appl Sci, Dept Chem, 1-1-1 Tennodai, Tsukuba, Ibaraki 3058571, Japan

来源：

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 2020年 / 93卷 / 12期

关键词：

Phelligridins; Phellifuropyranone A; Structure-activity relationship; PHELLINUS; DERIVATIVES; HISPIDIN; ACCESS; FUNGI;

D O I：

10.1246/bcsj.20200212

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

alpha-Pyrone polyphenols, phelligridins C and D (meshimakobnols B and A), and phellifuropyranone A, isolated from a Japanese mushroom, are growth inhibitors of cancer cells. Herein, we report full details of the total synthesis of phelligridins C and D. The key reactions of the synthetic pathways were Pd catalyzed cross-coupling and aldol-type condensation. This strategy also enabled the total synthesis of phellifuropyranone A and artificial analogs of phelligridins. Subsequent biological evaluation of these compounds clarified that the whole skeleton of phelligridin C and the catechol group of the left hand side are essential for the cytotoxicity.

引用

页码：1540 / 1551

页数：12

共 20 条

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