Cytotoxic pheophorbide-related compounds from Clerodendrum calamitosum and C. cyrtophyllum

H. H. Cheng, H. K. Wang, J. Ito, K. F. Bastow, Y. Tachibana, Y. Nakanishi, Z. Xu, T. Y. Luo, K. H. Lee

研究成果: 雜誌貢獻文章

66 引文 (Scopus)

摘要

Three pheophorbide-related compounds (1-3) were isolated from the leaves and stems of Clerodendrum calamitosum. The methyl ester of 3 (6) and the known (10S)-hydroxypheophytin a (7) also were isolated from leaves of the related plant Clerodendrum cyrtophyllum. Compounds 1 and 6 were isolated for the first time as naturally occurring products from a plant source. All structures were elucidated by detailed spectroscopic analysis. Biological evaluation showed that 1 and 2 exhibited strong cytotoxicity against human lung carcinoma (A549), ileocecal carcinoma (HCT-8), kidney carcinoma (CAKI-1), breast adenocarcinoma (MCF-7), malignant melanoma (SK-MEL-2), ovarian carcinoma (1A9), and epidermoid carcinoma of the nasopharynx (KB), and its etoposide- (KB-7d), vincristine- (KB-VCR), and camptothecin-resistant (KB-CPT) subclones. Compound 3 was less cytotoxic than 1 and 2. Compounds 4-6, the methyl esters of 1-3, showed strongly increased cytotoxicity compared with the parent acids. Interestingly, 6 was the most active derivative among these compounds. Compound 7 was inactive.
原文英語
頁(從 - 到)915-919
頁數5
期刊Journal of Natural Products
64
發行號7
DOIs
出版狀態已發佈 - 2001
對外發佈Yes

指紋

Clerodendrum
Cytotoxicity
carcinoma
Esters
Carcinoma
Camptothecin
Spectroscopic analysis
Vincristine
Etoposide
cytotoxicity
Derivatives
Acids
esters
Plant Leaves
Nasopharynx
nasopharynx
vincristine
Squamous Cell Carcinoma
Melanoma
melanoma

ASJC Scopus subject areas

  • Plant Science
  • Chemistry (miscellaneous)
  • Drug Discovery
  • Organic Chemistry
  • Pharmacology

引用此文

Cheng, H. H., Wang, H. K., Ito, J., Bastow, K. F., Tachibana, Y., Nakanishi, Y., ... Lee, K. H. (2001). Cytotoxic pheophorbide-related compounds from Clerodendrum calamitosum and C. cyrtophyllum. Journal of Natural Products, 64(7), 915-919. https://doi.org/10.1021/np000595b

Cytotoxic pheophorbide-related compounds from Clerodendrum calamitosum and C. cyrtophyllum. / Cheng, H. H.; Wang, H. K.; Ito, J.; Bastow, K. F.; Tachibana, Y.; Nakanishi, Y.; Xu, Z.; Luo, T. Y.; Lee, K. H.

於: Journal of Natural Products, 卷 64, 編號 7, 2001, p. 915-919.

研究成果: 雜誌貢獻文章

Cheng, HH, Wang, HK, Ito, J, Bastow, KF, Tachibana, Y, Nakanishi, Y, Xu, Z, Luo, TY & Lee, KH 2001, 'Cytotoxic pheophorbide-related compounds from Clerodendrum calamitosum and C. cyrtophyllum', Journal of Natural Products, 卷 64, 編號 7, 頁 915-919. https://doi.org/10.1021/np000595b
Cheng, H. H. ; Wang, H. K. ; Ito, J. ; Bastow, K. F. ; Tachibana, Y. ; Nakanishi, Y. ; Xu, Z. ; Luo, T. Y. ; Lee, K. H. / Cytotoxic pheophorbide-related compounds from Clerodendrum calamitosum and C. cyrtophyllum. 於: Journal of Natural Products. 2001 ; 卷 64, 編號 7. 頁 915-919.
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abstract = "Three pheophorbide-related compounds (1-3) were isolated from the leaves and stems of Clerodendrum calamitosum. The methyl ester of 3 (6) and the known (10S)-hydroxypheophytin a (7) also were isolated from leaves of the related plant Clerodendrum cyrtophyllum. Compounds 1 and 6 were isolated for the first time as naturally occurring products from a plant source. All structures were elucidated by detailed spectroscopic analysis. Biological evaluation showed that 1 and 2 exhibited strong cytotoxicity against human lung carcinoma (A549), ileocecal carcinoma (HCT-8), kidney carcinoma (CAKI-1), breast adenocarcinoma (MCF-7), malignant melanoma (SK-MEL-2), ovarian carcinoma (1A9), and epidermoid carcinoma of the nasopharynx (KB), and its etoposide- (KB-7d), vincristine- (KB-VCR), and camptothecin-resistant (KB-CPT) subclones. Compound 3 was less cytotoxic than 1 and 2. Compounds 4-6, the methyl esters of 1-3, showed strongly increased cytotoxicity compared with the parent acids. Interestingly, 6 was the most active derivative among these compounds. Compound 7 was inactive.",
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AU - Xu, Z.

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