Synthesis of pyrrolo[3,2-h]quinolinones with good photochemotherapeutic activity and no DNA damage

被引：40

作者：

Barraja, Paola ^{[1
]}

Caracausi, Libero ^{[1
]}

Diana, Patrizia ^{[1
]}

Carbone, Anna ^{[1
]}

Montalbano, Alessandra ^{[1
]}

Cirrincione, Girolamo ^{[1
]}

Brun, Paola ^{[2
]}

Palu, Giorgio ^{[2
]}

Castagliuolo, Ignazio ^{[2
]}

Dall'Acqua, Francesco ^{[3
]}

Vedaldi, Daniela ^{[3
]}

Salvador, Alessia ^{[3
]}

机构：

[1] Univ Palermo, Dipartimento Farmacochim Tossicol & Biol, I-90123 Palermo, Italy

[2] Univ Padua, Dipartimento Istol Microbiol & Biotecnol Med, I-35121 Padua, Italy

[3] Univ Padua, Dipartimento Sci Farmaceut, I-35131 Padua, Italy

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2010年 / 18卷 / 13期

关键词：

Pyrrolo[3,2-h]quinolinones; Angelicin heteroanalogues; Photochemotherapy; Phototoxicity; PUVA-INDUCED APOPTOSIS; PHOTOBIOLOGICAL PROPERTIES; ORAL METHOXSALEN; AGENTS; ASSAY; DERIVATIVES; ULTRAVIOLET; PSORIASIS; CARCINOMA; PSORALEN;

D O I：

10.1016/j.bmc.2010.04.080

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

In the search for new photochemotherapeutic agents, a series of derivatives of the ring system pyrrolo[3,2-h]quinoline-bioisosters of the angular furocoumarin angelicin-were synthesized through a four-step synthetic approach, in reasonable overall yields. Eight of the synthesized derivatives showed a remarkable phototoxicity against a panel of four human tumor cell lines and a great dose UV-A dependence, reaching IC50 values at submicromolar level. The mode of cellular death photoinduced by pyrrolo[3,2-h]quinolines was evaluated through a series of flow cytometric analysis and other tests were performed to clarify their mechanism of action. (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：4830 / 4843

页数：14

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[1]

[Anonymous], CURR PROTOC CYTOM

[2] Photocleavage of nucleic acids [J].