The structures of mono-L-aspartyl chlorin e6 and its related compounds

被引：23

作者：

Gomi, S

Nishizuka, T

Ushiroda, O

Uchida, N

Takahashi, H

Sumi, S

机构：

[1] Meiji Seika Kaisha Ltd, Pharmaceut Res Ctr, Kohoku Ku, Yokohama, Kanagawa 2228567, Japan

[2] Meiji Seika Kaisha Ltd, Pharmaceut Technol Lab, Kanagawa 2500852, Japan

来源：

HETEROCYCLES | 1998年 / 48卷 / 11期

关键词：

D O I：

10.3987/COM-98-8286

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Structures of the photosensitizer mono-1-aspartyl chlorin e6 (1) and its related compounds were examined by chemical studies and spectral means. It was clarified that L-aspartyl moiety of 1 was attached to acetic acid side chain of chlorin e6, therfore, the structure of 1 was established to be (2S,3S)-18-carboxy-20-[N-(S)-1,2-dicarboxyethyl]carbamoylmethyl-13-ethyl-3,7,12,17-tetramethyl-8-vinlychlorin-2-propanoic acid. The thermal degradation product was determined to be an 18-decarboxyl derivative of 1. In addition, N-15 NMR assignment of 1 in DMSO-d(6) solution was confirmed by H-1-N-15 HMQC and HMBC techniques. In comparison with H-1 chemical shifts in D2O and DMSO-d(6), it was deduced that 1 in water is not present as a free molecule, but as a complex of two or more molecules.

引用

页码：2231 / 2243

页数：13

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[1]

ABRAHAM RJ, 1974, CHEM SOC P2, P627

[2] LOCALIZATION OF MONO-L-ASPARTYL CHLORIN-E6 (NPE6) IN MOUSE-TISSUES [J].