Natural Bridged Bicyclic Peptide Macrobiomolecules from Celosia argentea and Amanita phalloides

被引:2
|
作者
Dahiya, Sunita [1 ]
Dahiya, Rajiv [2 ]
Fuloria, Neeraj Kumar [3 ]
Mourya, Rita [4 ]
Dahiya, Saurabh [5 ]
Fuloria, Shivkanya [3 ]
Kumar, Suresh [6 ]
Shrivastava, Jyoti [7 ]
Saharan, Renu [8 ]
Chennupati, Suresh, V [9 ]
Patel, Jayvadan K. [10 ]
机构
[1] Univ Puerto Rico, Sch Pharm, Dept Pharmaceut Sci, Med Sci Campus, San Juan, PR 00936 USA
[2] Univ West Indies, Fac Med Sci, Sch Pharm, St Augustine, Trinidad Tobago
[3] AIMST Univ, Fac Pharm, Dept Pharmaceut Chem, Bedong 08100, Kedah, Malaysia
[4] SAM Global Univ, Sch Pharm, Kolua 462021, Madhya Pradesh, India
[5] Delhi Pharmaceut Sci & Res Univ, Delhi Inst Pharmaceut Sci & Res, New Delhi, India
[6] Bharat Inst Pharm, Dept Pharmaceut Chem, Kurukshetra, Haryana, India
[7] Oxford Coll Pharm, Dept Pharmaceut Chem, Bangalore, Karnataka, India
[8] Maharishi Markandeshwar Deemed Univ, MM Coll Pharm, Dept Pharmaceut, Ambala, Haryana, India
[9] Nalanda Coll Pharm, Dept Pharmaceut Anal, Nalgonda 508001, Telangana, India
[10] Sankalchand Patel Univ, Nootan Pharm Coll, Fac Pharm, Dept Pharmaceut, Visnagar 384315, Gujarat, India
关键词
Bridged peptides; plant seeds; mushrooms; bicycles; peptide synthesis; tubulin polymerization inhibition; BIOLOGICALLY-ACTIVE COMPONENTS; 1ST TOTAL-SYNTHESIS; AMINO-ACIDS; DRUG DISCOVERY; PHALLOTOXINS; SEEDS; MACROCYCLES; DERIVATIVES; BIOACTIVITY; ANTIFUNGAL;
D O I
10.2174/1389557522666220113122117
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Bridged peptide macrobicycles (BPMs) from natural resources belong to types of compounds that are not investigated fully in terms of their formation, pharmacological potential, and stereo-chemical properties. This division of biologically active congeners with multiple circular rings has merits over other varieties of peptide molecules. BPMs form one of the most hopeful grounds for the establishment of drugs because of their close resemblance and biocompatibility with proteins, and these bio-actives are debated as feasible, realistic tools in diverse biomedical applications. Despite huge potential, poor metabolic stability and cell permeability limit the therapeutic success of macrocyclic peptides. In this review, we have comprehensively explored major bicyclic peptides sourced from plants and mushrooms, including beta(s)-leucyl-tryptophano-histidine bridged and tryptophano-cysteine bridged peptide macrobicycles. The unique structural features, structure-activity relationship, synthetic routes, bioproperties, and therapeutic potential of the natural BPMs are also discussed.
引用
收藏
页码:1772 / 1788
页数:17
相关论文
共 6 条
  • [1] Antimitotic activity of moroidin, a bicyclic peptide from the seeds of Celosia argentea
    Morita, H
    Shimbo, K
    Shigemori, H
    Kobayashi, J
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2000, 10 (05) : 469 - 471
  • [2] Celogenamide A, a new cyclic peptide from the seeds of Celosia argentea
    Morita, H
    Suzuki, H
    Kobayashi, J
    JOURNAL OF NATURAL PRODUCTS, 2004, 67 (09): : 1628 - 1630
  • [3] Celogentins A-C, new antimitotic bicyclic peptides from the seeds of Celosia argentea
    Kobayashi, J
    Suzuki, H
    Shimbo, K
    Takeya, K
    Morita, H
    JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (20): : 6626 - 6633
  • [4] MODE OF ACTION OF CYCLIC PEPTIDE TOXINS FROM AMANITA-PHALLOIDES
    WIELAND, T
    HOPPE-SEYLERS ZEITSCHRIFT FUR PHYSIOLOGISCHE CHEMIE, 1975, 356 (03): : 288 - 288
  • [5] New antimitotic bicyclic peptides, celogentins D-H, and J, from the seeds of Celosia argentea
    Suzuki, H
    Morita, H
    Iwasaki, S
    Kobayashi, J
    TETRAHEDRON, 2003, 59 (28) : 5307 - 5315
  • [6] Celogentin K, a new cyclic peptide from the seeds of Celosia argentea and X-ray structure of moroidin
    Suzuki, H
    Morita, H
    Shiro, M
    Kobayashi, J
    TETRAHEDRON, 2004, 60 (11) : 2489 - 2495