Photosensitizers related to purpurin-18-N-alkylimides: A comparative in vivo tumoricidal ability of ester versus amide functionalities

Gang Zheng; William R. Potter; Adam Sumlin; Thomas J. Dougherty; Ravindra K. Pandey

doi:10.1016/S0960-894X(99)00649-6

Photosensitizers related to purpurin-18-N-alkylimides: A comparative in vivo tumoricidal ability of ester versus amide functionalities

Gang Zheng
, William R. Potter
, Adam Sumlin
, Thomas J. Dougherty
, Ravindra K. Pandey

Institute for Lasers Photonics and Biophotonics

Roswell Park Cancer Institute

Research output: Contribution to journal › Article › peer-review

43 Scopus citations

Abstract

For a comparative study, 3-(alkyloxyethyl)-3-devinylpurpurin-18-N- hexylimides with ester and amide functionalities were investigated for tumor selectivity and in vivo photosensitizing efficacy. Compared to amide analogues, the related photosensitizers with ester functionalities were found to be more effective. Among these compounds the 3-devinyl-(3- hexyloxyethyl)purpurin-18-N-hexylimide as methyl ester 12 showed excellent tumor uptake (tumor versus muscle ratio: 8:1), and produced 100% tumor cure on day 30 at a dose of 1.0 μmol/kg. The mice were treated with light (135 J/cm², 705 nm) at 24 h post injection of the drug.

Original language	English
Pages (from-to)	123-127
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	10
Issue number	2
DOIs	https://doi.org/10.1016/S0960-894X(99)00649-6
State	Published - Jan 17 2000

Access to Document

10.1016/S0960-894X(99)00649-6

Cite this

@article{bbdd023de7b34cbb9bf523fc32058ba3,

title = "Photosensitizers related to purpurin-18-N-alkylimides: A comparative in vivo tumoricidal ability of ester versus amide functionalities",

abstract = "For a comparative study, 3-(alkyloxyethyl)-3-devinylpurpurin-18-N- hexylimides with ester and amide functionalities were investigated for tumor selectivity and in vivo photosensitizing efficacy. Compared to amide analogues, the related photosensitizers with ester functionalities were found to be more effective. Among these compounds the 3-devinyl-(3- hexyloxyethyl)purpurin-18-N-hexylimide as methyl ester 12 showed excellent tumor uptake (tumor versus muscle ratio: 8:1), and produced 100\% tumor cure on day 30 at a dose of 1.0 μmol/kg. The mice were treated with light (135 J/cm2, 705 nm) at 24 h post injection of the drug.",

author = "Gang Zheng and Potter, \{William R.\} and Adam Sumlin and Dougherty, \{Thomas J.\} and Pandey, \{Ravindra K.\}",

year = "2000",

month = jan,

day = "17",

doi = "10.1016/S0960-894X(99)00649-6",

language = "English",

volume = "10",

pages = "123--127",

journal = "Bioorganic and Medicinal Chemistry Letters",

issn = "0960-894X",

publisher = "Elsevier Ltd",

number = "2",

}

TY - JOUR

T1 - Photosensitizers related to purpurin-18-N-alkylimides

T2 - A comparative in vivo tumoricidal ability of ester versus amide functionalities

AU - Zheng, Gang

AU - Potter, William R.

AU - Sumlin, Adam

AU - Dougherty, Thomas J.

AU - Pandey, Ravindra K.

PY - 2000/1/17

Y1 - 2000/1/17

N2 - For a comparative study, 3-(alkyloxyethyl)-3-devinylpurpurin-18-N- hexylimides with ester and amide functionalities were investigated for tumor selectivity and in vivo photosensitizing efficacy. Compared to amide analogues, the related photosensitizers with ester functionalities were found to be more effective. Among these compounds the 3-devinyl-(3- hexyloxyethyl)purpurin-18-N-hexylimide as methyl ester 12 showed excellent tumor uptake (tumor versus muscle ratio: 8:1), and produced 100% tumor cure on day 30 at a dose of 1.0 μmol/kg. The mice were treated with light (135 J/cm2, 705 nm) at 24 h post injection of the drug.

AB - For a comparative study, 3-(alkyloxyethyl)-3-devinylpurpurin-18-N- hexylimides with ester and amide functionalities were investigated for tumor selectivity and in vivo photosensitizing efficacy. Compared to amide analogues, the related photosensitizers with ester functionalities were found to be more effective. Among these compounds the 3-devinyl-(3- hexyloxyethyl)purpurin-18-N-hexylimide as methyl ester 12 showed excellent tumor uptake (tumor versus muscle ratio: 8:1), and produced 100% tumor cure on day 30 at a dose of 1.0 μmol/kg. The mice were treated with light (135 J/cm2, 705 nm) at 24 h post injection of the drug.

UR - https://www.scopus.com/pages/publications/0034677088

U2 - 10.1016/S0960-894X(99)00649-6

DO - 10.1016/S0960-894X(99)00649-6

M3 - Article

C2 - 10673094

AN - SCOPUS:0034677088

SN - 0960-894X

VL - 10

SP - 123

EP - 127

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 2

ER -

Photosensitizers related to purpurin-18-N-alkylimides: A comparative in vivo tumoricidal ability of ester versus amide functionalities

Abstract

Access to Document

Other files and links

Fingerprint

Cite this