Synthesis and Biological Activity of Strongly Fluorescent Tricyclic Analogues of Acyclovir and Canciclovir

Tomasz Goslinski; Bozenna Golankiewicz; Erik De Clercq; Jan Balzarini

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Synthesis and Biological Activity of Strongly Fluorescent Tricyclic Analogues of Acyclovir and Canciclovir

机译：阿昔洛韦和坎昔洛韦的强荧光三环类似物的合成和生物活性

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In search of strongly fluorescent tricyclic analogues of acyclovir (ACV, 1) and ganciclovir (GCV, 2), derivatives of the 3,9-dihydro-9-oxo-5H-inmidazo[1,2-a]purine system, several 6-[4-(acyloxy)-phenyl], 6-[4-(acylamino)phenyl], and 6-[4-(phenoxycarbonyloxy)phenyl]-substituted TACV and TGCV analogues were synthesized and evaluated for their activity against herpes simplex virus types 1 and 2 in cell culture. All TACV and TGCV analogues showed strong fluorescence (quantum yield of 30-65% vs 2-aminopurine 100%). The 6-[4-(phenoxycarbonyloxy)phenyl]-substituted compounds 11 and 19 displayed the best combination of the fluorescence and antiviral potency.

机译：为寻找阿昔洛韦（ACV，1）和更昔洛韦（GCV，2）的强荧光三环类似物，3,9-二氢-9-氧代-5H-咪唑并[1,2-a]嘌呤系统的衍生物，其中几种合成了-[4-（酰氧基）-苯基]，6- [4-（酰氨基）苯基]和6- [4-（苯氧基羰氧基）苯基]-取代的TACV和TGCV类似物，并评估了它们对单纯疱疹病毒的活性。细胞培养中的1型和2型。所有TACV和TGCV类似物均显示强荧光（量子产率为30-65％，而2-氨基嘌呤为100％）。 6- [4-（苯氧基羰基氧基）苯基]-取代的化合物11和19显示出荧光和抗病毒效力的最佳组合。

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《Journal of Medicinal Chemistry》 |2002年第23期|共6页
作者
Tomasz Goslinski; Bozenna Golankiewicz; Erik De Clercq; Jan Balzarini;
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中图分类药学;
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1. Synthesis and Biological Activity of Strongly Fluorescent Tricyclic Analogues of Acyclovir and Canciclovir [J] . Tomasz Goslinski, Bozenna Golankiewicz, Erik De Clercq, Journal of Medicinal Chemistry . 2002,第23期

机译：阿昔洛韦和坎昔洛韦的强荧光三环类似物的合成和生物活性
2. Synthesis and anti-VZV activity of 6-heteroaryl derivatives of tricyclic acyclovir and 9-{(cis-1',2'-bis(hydroxymethyl)cycloprop-1'-yl)methyl}guanine analogues. [J] . Ostrowski T, Golankiewicz B, De Clercq E, European Journal of Medicinal Chemistry: Chimie Therapeutique . 2009,第8期

机译：三环无环鸟苷和9-{（顺式1'，2'-双（羟甲基）环丙-1'-基）甲基}鸟嘌呤类似物的6-杂芳基衍生物的合成和抗VZV活性。
3. Fluorosubstitution and 7-alkylation as prospective modifications of biologically active 6-aryl derivatives of tricyclic acyclovir and ganciclovir analogues. [J] . Ostrowski T, Golankiewicz B, Clercq ED, Bioorganic and Medicinal Chemistry . 2005,第6期

机译：氟取代和7-烷基化作为三环无环鸟苷和更昔洛韦类似物的生物活性6-芳基衍生物的预期修饰。
4. A new Class of Conjugated Strigolactone Analogues with Fluorescent Properties: Synthesis and Biological Activity [C] . Paola Bonfante, Yoram Kapulnik, Paolo Larini European Symposium on Organic Chemistry . 2009

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5. The synthesis of xestobergsterol A, a unique pentacyclic steroid with potent antihistamine activity and the synthesis of biologically active structural analogues. [D] . Johnson, Ted William. 1999

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6. Synthesis and biological evaluation of tricyclic guanidine analogues of batzelladine K for antimalarial antileishmanial antibacterial antifungal and anti-HIV activities [O] . Nafees Ahmed, Keyur G. Brahmbhatt, Shabana I. Khan, -1

机译：batzelladine K的三环胍类似物的合成及生物学评价可用于抗疟抗疟抗菌抗真菌和抗HIV活性
7. Synthesis and biological evaluation of tricyclic guanidine analogues of batzelladine K for antimalarial, antileishmanial, antibacterial, antifungal and anti-HIV activities [O] . Nafees Ahmed, Keyur G. Brahmbhatt, Shabana I. Khan, 2012

机译：Batzelladine K对抗疟，抗癫痫，抗菌，抗真菌和抗艾滋病毒活性的三环胍基像胍的合成与生物学评价
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Synthesis and Biological Activity of Strongly Fluorescent Tricyclic Analogues of Acyclovir and Canciclovir

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