Empty - From a Chemists Point of View Review

Review

. 2018 Dec 12;10(1):26-40.

doi: 10.1039/c8md00425k. eCollection 2019 January 1.

Recent developments in compounds acting in the Deoxyribonucleic acid pocket-sized groove

Affiliations

  • PMID: 30774852
  • PMCID: PMC6349057
  • DOI: 10.1039/c8md00425k

Costless PMC article

Review

Recent developments in compounds acting in the Dna minor groove

Adeyemi Rahman  et al. Medchemcomm. .

Complimentary PMC article

Abstract

The macromolecule that carries genetic data, Deoxyribonucleic acid, is considered as an infrequent target for diseases depending on cellular division of cancerous cells (i.e. cancer), microbes (i.eastward. bacteria) or parasites (i.east. protozoa). To aim for a comprehensive review to cover all aspects related to DNA targeting would be an impossible task and, hence, the objective of the present review is to present, from a medicinal chemistry point of view, contempo developments of compounds targeting the minor groove of DNA. Accordingly, nosotros discuss the medicinal chemistry aspects of heterocyclic small-molecules binding the Deoxyribonucleic acid minor groove, as novel anticancer, antibacterial and antiparasitic agents.

Figures

Fig. 1
Fig. ane. Cardinal Deoxyribonucleic acid–drug interactions: intercalators, alkylators, cleaving agents and modest groove binders (MGB).
Fig. 2
Fig. two. Examples of Dna targeting agents used in dispensary: intercalator (doxorubicin), cross-linking (melphalan and cisplatin), methylating (procarbazine) and cleaving (bleomycin).
Fig. 3
Fig. 3. Examples of known Deoxyribonucleic acid small-scale groove binders used in dispensary: distamycin A, netropsin, CC-1065, pentamidine and furamidine.
Fig. 4
Fig. four. Construction of (di)aryl amidine-like derivatives with anticancer action.
Fig. 5
Fig. five. Construction of Rozas' di-phenyl amidine-like derivatives with anticancer activeness.
Fig. 6
Fig. 6. Different structural moieties identified in distamycin and structures of polyamides and distamycin derivatives: tallismustine, brostallicin, compound 8 prepared by Suckling and co-workers, compound 9 prepared by Dervan and co-workers and benzamide ten.
Fig. 7
Fig. 7. Construction of bis-benzimidazoles 11, trabectedin and the PBD anthramycin indicating the relevant atoms.
Fig. 8
Fig. 8. Structure of polyamides 12, 13a, b, and 14a–d, developed as MGBs with antimicrobial and antifungal activity.
Fig. 9
Fig. ix. Structure of berenil, bis-indoles xv developed by Opperman et al., amidino hydrazones 16 and 17, also as compounds 18.
Fig. 10
Fig. x. Structures of furamidine derivatives 19, 20, 21 and 22.
Fig. 11
Fig. eleven. Structures of guanidine and two-aminoimidazoline derivatives 23, 24, 25, 26 and 27.

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