New Amidino-benzimidazolyl Derivatives of Tylosin and Desmycosin.

Hranjec, Marijana; Starčević, Kristina; Zamola, Branimir; Mutak, Stjepan; Đerek, Marko; Karminski‐Zamola, Grace

doi:10.7164/antibiotics.55.308

Cited by 21 publications

(15 citation statements)

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“…The benzimidazole units and its derivatives are known to play extremely crucial roles in the field of organic and medicinal chemistry due to a wide range of biological activities exerted by this class of compounds [1][2][3][4][5][6]. The fact, that the structure of benzimidazole unit is a constituent of various important molecules, such as vitamin B12, supports their potential use as therapeutics.…”

Section: Introductionmentioning

confidence: 99%

Crystal structure and synthesis of benzimidazole substituted acrylonitriles and benzimidazo[1, 2-a]quinolines

2009

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The benzimidazole compounds and benzoannulated cyclic benzimidazole analogues, such as benzimidazo[1,2-a]quinolines, are a part of our wider investigation on biologically active compounds, potential antitumor drugs. Here, we present the synthesis of two compounds,[2-(1H-benzimidazol-2-yl)-3-(4-bromophenyl)-acrylonitrile, 5] and [2-bromo-benzimidazo[1,2-a]quinoline-6-carbonitrile, 7] and their crystal structures revealed by X-ray single crystal diffractometry. We also report the molecular and crystal structures of two additional compounds [2-(1H-benzimidazol-2-yl)-3-(4-cyanophenyl)-acrylonitrile, 4] and [benzimidazo[1,2-a]quinoline-2,6-dicarbonitrile, 6], whose synthesis and spectroscopic characterization have been published earlier by us too (Hranjec and Karminski-Zamola, Molecules 12:1817, 2007). The compounds 4 and 5 crystallize as monohydrates. The dihedral angles calculated between phenyl and benzimidazole ring reflect not significant deviation from molecular planarity in the crystalline state for 4 and 5, while benzoannulated cyclic benzimidazole derivatives 6 and 7 are essentially planar. The crystal structures of 4 and 5 are characterized by O-HÁÁÁN and N-HÁÁÁO hydrogen bonds between water molecule of crystallization and imidazole NH group as well as CN group, while in 6 and 7 only weak C-HÁÁÁN intermolecular hydrogen bonds exist. Although, crystal packings are analogous in 4 and 5, the molecular conformations differ slightly. In 6 there is one C-HÁÁÁN hydrogen bond that do not exist in 7.

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Section: Introductionmentioning

confidence: 99%

Crystal structure and synthesis of benzimidazole substituted acrylonitriles and benzimidazo[1, 2-a]quinolines

2009

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“…8,9 Započeli smo s 8a-i 9a-laktamima, 10 sintezom cikličkih karbamata 7 te urea, 11 jer njihovi acilidi nisu bili sintetizirani a ni općom formulom patentno zaštićeni. To sam otkrio 1998. godine zahvaljujući sudjelovanju u San Diegu na ICAAC-u (Interscience Conference of Antibacterial Agents and Chemotherapy), na koje nas je odveo veteran tih godišnjih skupova Wolfgang Schönfeld.…”

Section: Razdoblje 1996 -2003 Godine Prijelaz Na Bazična Istraživanunclassified

Od vitamina do antibiotika – sjećanja jednog kemičara II. dio

Mutak¹

2016

Kem. Ind.

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“…Some of them like albendazole, mebendazole, and thiabendazole are widely used as antihelmintic drugs [1]. Benzimidazoles were also reported to possess anticancer [2,3], antiallergic [4][5][6], antioxidant [7][8][9], antitubercular [10,11], and antimicrobial activity [12][13][14][15]. Previously, we reported the synthesis and antimicrobial evaluation of novel benzimidazole derivatives that exhibit potent antimicrobial activities, particularly against C. albicans and S. aureus [16][17][18][19].…”

Section: Introductionmentioning

confidence: 99%