THIOPYRANO[2,3-E]INDOL-2-ONES: ANGELICIN HETEROANALOGUES WITH POTENT PHOTOANTIPROLIFERATIVE ACTIVITY

Girolamo Cirrincione; Patrizia Diana; Paola Barraja; Alessandra Montalbano; Anna Carbone; Alessia Salvador; Daniela Vedaldi; Francesco Dall'Acqua; Giampietro Viola

THIOPYRANO[2,3-E]INDOL-2-ONES: ANGELICIN HETEROANALOGUES WITH POTENT PHOTOANTIPROLIFERATIVE ACTIVITY

Girolamo Cirrincione, Patrizia Diana, Paola Barraja, Alessandra Montalbano, Anna Carbone, Alessia Salvador, Daniela Vedaldi, Francesco Dall'Acqua, Giampietro Viola

Scienze e Tecnologie Biologiche Chimiche e Farmaceutiche

Risultato della ricerca: Article › peer review

17 Citazioni (Scopus)

Abstract

A new class of compounds, the thiopyrano[2,3-e ]indol-2-ones, bioisosters of the angular furocoumarin angelicin, was synthesized with the aim of obtaining new photochemotherapeutic agents. In particular 7,8-dimethyl-thiopyranoindolone 6c s showed a remarkable phototoxicity and a great dose UVA dependence reaching IC50 values at submicromolar level. This latter photoinduced a massive apoptosis and a remarkable photodamage to lipids and proteins. Although it did not intercalate DNA, it was able to cause photooxidation of DNA bases.

Lingua originale	English
pagine (da-a)	9668-9683
Numero di pagine	16
Rivista	BIOORGANIC & MEDICINAL CHEMISTRY
Volume	16
Stato di pubblicazione	Published - 2008

All Science Journal Classification (ASJC) codes

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abstract = "A new class of compounds, the thiopyrano[2,3-e ]indol-2-ones, bioisosters of the angular furocoumarin angelicin, was synthesized with the aim of obtaining new photochemotherapeutic agents. In particular 7,8-dimethyl-thiopyranoindolone 6c s showed a remarkable phototoxicity and a great dose UVA dependence reaching IC50 values at submicromolar level. This latter photoinduced a massive apoptosis and a remarkable photodamage to lipids and proteins. Although it did not intercalate DNA, it was able to cause photooxidation of DNA bases.",

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author = "Girolamo Cirrincione and Patrizia Diana and Paola Barraja and Alessandra Montalbano and Anna Carbone and Alessia Salvador and Daniela Vedaldi and Francesco Dall'Acqua and Giampietro Viola",

year = "2008",

language = "English",

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pages = "9668--9683",

journal = "BIOORGANIC & MEDICINAL CHEMISTRY",

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T1 - THIOPYRANO[2,3-E]INDOL-2-ONES: ANGELICIN HETEROANALOGUES WITH POTENT PHOTOANTIPROLIFERATIVE ACTIVITY

AU - Cirrincione, Girolamo

AU - Diana, Patrizia

AU - Barraja, Paola

AU - Montalbano, Alessandra

AU - Carbone, Anna

AU - Salvador, Alessia

AU - Vedaldi, Daniela

AU - Dall'Acqua, Francesco

AU - Viola, Giampietro

PY - 2008

Y1 - 2008

N2 - A new class of compounds, the thiopyrano[2,3-e ]indol-2-ones, bioisosters of the angular furocoumarin angelicin, was synthesized with the aim of obtaining new photochemotherapeutic agents. In particular 7,8-dimethyl-thiopyranoindolone 6c s showed a remarkable phototoxicity and a great dose UVA dependence reaching IC50 values at submicromolar level. This latter photoinduced a massive apoptosis and a remarkable photodamage to lipids and proteins. Although it did not intercalate DNA, it was able to cause photooxidation of DNA bases.

AB - A new class of compounds, the thiopyrano[2,3-e ]indol-2-ones, bioisosters of the angular furocoumarin angelicin, was synthesized with the aim of obtaining new photochemotherapeutic agents. In particular 7,8-dimethyl-thiopyranoindolone 6c s showed a remarkable phototoxicity and a great dose UVA dependence reaching IC50 values at submicromolar level. This latter photoinduced a massive apoptosis and a remarkable photodamage to lipids and proteins. Although it did not intercalate DNA, it was able to cause photooxidation of DNA bases.

KW - 3-e ]indol-2-ones; Angelicin; Antiproliferative activity; Photochemotherapeutic agents; Apoptosis

KW - Thiopyrano[2

KW - 3-e ]indol-2-ones; Angelicin; Antiproliferative activity; Photochemotherapeutic agents; Apoptosis

KW - Thiopyrano[2

UR - http://hdl.handle.net/10447/43873

M3 - Article

SN - 0968-0896

VL - 16

SP - 9668

EP - 9683

JO - BIOORGANIC & MEDICINAL CHEMISTRY

JF - BIOORGANIC & MEDICINAL CHEMISTRY

ER -

THIOPYRANO[2,3-E]INDOL-2-ONES: ANGELICIN HETEROANALOGUES WITH POTENT PHOTOANTIPROLIFERATIVE ACTIVITY

Abstract

All Science Journal Classification (ASJC) codes

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