Synthetic and Cytotoxic and Antimicrobial Activity Studies on Annomuricatin B

Dahiya, Rajiv; Maheshwari, Monika; Yadav, Rakesh

doi:10.1515/znb-2009-0215

Cited by 11 publications

(8 citation statements)

References 1 publication

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Structures of diverse proline-rich cyclopeptides from marine tunicates and cyanobacteria are tabulated in Figure 2. Besides this, proline-containing cyclooligopeptides are also obtained from roots, stems, barks, seeds, fruit peels of higher plants, as well as from bacteria and fungi [53,54,55,56,57,58,59,60,61,62,63,64,65,66]. …”

Section: Introductionmentioning

confidence: 99%

Natural Proline-Rich Cyclopolypeptides from Marine Organisms: Chemistry, Synthetic Methodologies and Biological Status

et al. 2016

Self Cite

View full text Add to dashboard Cite

Peptides have gained increased interest as therapeutics during recent years. More than 60 peptide drugs have reached the market for the benefit of patients and several hundreds of novel therapeutic peptides are in preclinical and clinical development. The key contributor to this success is the potent and specific, yet safe, mode of action of peptides. Among the wide range of biologically-active peptides, naturally-occurring marine-derived cyclopolypeptides exhibit a broad range of unusual and potent pharmacological activities. Because of their size and complexity, proline-rich cyclic peptides (PRCPs) occupy a crucial chemical space in drug discovery that may provide useful scaffolds for modulating more challenging biological targets, such as protein-protein interactions and allosteric binding sites. Diverse pharmacological activities of natural cyclic peptides from marine sponges, tunicates and cyanobacteria have encouraged efforts to develop cyclic peptides with well-known synthetic methods, including solid-phase and solution-phase techniques of peptide synthesis. The present review highlights the natural resources, unique structural features and the most relevant biological properties of proline-rich peptides of marine-origin, focusing on the potential therapeutic role that the PRCPs may play as a promising source of new peptide-based novel drugs.

show abstract

Section: Introductionmentioning

confidence: 99%

Natural Proline-Rich Cyclopolypeptides from Marine Organisms: Chemistry, Synthetic Methodologies and Biological Status

et al. 2016

Self Cite

View full text Add to dashboard Cite

show abstract

“…A natural cyclic pentapeptide, fanlizhicyclopeptide B was isolated from the fruits of Annona squamosa (sugar-apples) and its structure was elucidated by ESI MS/MS, 1D and 2D NMR data and chemical degradation (Wu et al 2014). Keeping in view broad range of pharmacological activities possessed by natural cyclopeptides (Fang et al 2016;Dahiya, 2013;Dahiya and Pathak, 2006a;Pathak and Dahiya, ISSN: 2249-6041 (Print); ISSN: 2249-9245 (Online) 2 2003) and in continuation of synthetic studies of our research group toward natural peptides and their analogs (Dahiya 2007a;2007b;2007c;2008a;2008b;2008c;2008d;Dahiya and Gautam, 2010a;2010b;2010c;2011a;2011b;2011c;2011d;Dahiya and Kaur, 2007a;2008a;Dahiya and Kumar, 2007;Dahiya and Pathak, 2006b;2007a;2007b;Dahiya and Sharma, 2008;Dahiya and Singh, 2017a;2017b;2017c;Dahiya et al 2006;2009a;2009b;2009c;Kumar et al 2017), the present investigation directed toward the synthesis, structure elucidation and the biological evaluation of a sugar-apple derived cyclopentapeptide, fanlizhicyclopeptide B for the antibacterial, antifungal and anthelmintic potential.…”

Section: Introductionmentioning

confidence: 81%

Total Synthesis of a Natural Cyclooligopeptide From Fruits of Sugar-Apples

Dahiya¹,

Singh²,

Kaur³

et al. 2017

Bull. Pharm. Res

View full text Add to dashboard Cite

A cyclopentapeptide, fanlizhicyclopeptide B, previously isolated from the fruits of Annona squamosa, was synthesized via coupling of dipeptide l-Isoleucyl-l-Tyrosyl methyl ester with tripeptide Boc-lAlanyl-Glycyl-l-Proline followed by cyclization of the linear pentapeptide fragment. Structure of the synthesized cyclooligopeptide was confirmed using quantitative elemental analysis, FTIR, 1 H NMR, 13 C NMR and mass spectrometry. Results of pharmacological activity studies indicated that the newly synthesized cyclopentapeptide displayed remarkable anthelmintic potential against Megascoplex konkanensis, Pontoscotex corethruses and Eudrilus eugeniea at 2 mg/ml and potent antidermatophytic activities against Trichophyton mentagrophytes and Microsporum audouinii at concentration of 6 mcg/ml.

show abstract

“…Literature is enriched with reports involving synthesis of various heterocyclic cyclopolypeptides bearing thiazole/thiazoline/tryptophan/histidine moieties viz. cyclodidemnamide B [42], dolastatin 3 [90], aeruginazole A [170], didmolamide B (29) [171], dolastatin 10 (20) [172], scleritodermin A (10) [173], obyanamide (8) [174,175], marthiapeptide A [176], diandrine C [177], diandrine A [178], sarcodactylamide [179], segetalin C [180], segetalin E [181], annomuricatin B [182], and gypsin D [183].…”

Section: Synthesis Of Heterocyclic Peptidesmentioning

confidence: 99%

Natural Bioactive Thiazole-Based Peptides from Marine Resources: Structural and Pharmacological Aspects

Dahiya

Fuloria

et al. 2020

Marine Drugs

Self Cite

View full text Add to dashboard Cite

Peptides are distinctive biomacromolecules that demonstrate potential cytotoxicity and diversified bioactivities against a variety of microorganisms including bacteria, mycobacteria, and fungi via their unique mechanisms of action. Among broad-ranging pharmacologically active peptides, natural marine-originated thiazole-based oligopeptides possess peculiar structural features along with a wide spectrum of exceptional and potent bioproperties. Because of their complex nature and size divergence, thiazole-based peptides (TBPs) bestow a pivotal chemical platform in drug discovery processes to generate competent scaffolds for regulating allosteric binding sites and peptide–peptide interactions. The present study dissertates on the natural reservoirs and exclusive structural components of marine-originated TBPs, with a special focus on their most pertinent pharmacological profiles, which may impart vital resources for the development of novel peptide-based therapeutic agents.

show abstract

Synthetic and Cytotoxic and Antimicrobial Activity Studies on Annomuricatin B

Abstract: Graphical Abstract Synthetic and Cytotoxic and Antimicrobial Activity Studies on Annomuricatin B

Cited by 11 publications

References 1 publication

Natural Proline-Rich Cyclopolypeptides from Marine Organisms: Chemistry, Synthetic Methodologies and Biological Status

Natural Proline-Rich Cyclopolypeptides from Marine Organisms: Chemistry, Synthetic Methodologies and Biological Status

Total Synthesis of a Natural Cyclooligopeptide From Fruits of Sugar-Apples

Natural Bioactive Thiazole-Based Peptides from Marine Resources: Structural and Pharmacological Aspects

Contact Info

Product

Resources

About