Structures, Synthesis and Biological Activities of Nonactic Acid and Its Derivatives

被引:2
|
作者
Hu, Jianan [1 ]
Zhang, Jirui [2 ]
He, Jian [1 ]
机构
[1] Southern Med Univ, Sch Pharmaceut Sci, Grp Peptides & Nat Prod Res, 1838 Guangzhou Ave North, Guangzhou 510515, Peoples R China
[2] Wuzhou Univ, Sch Chem Engn & Resource Recycling, 82 Fumin 3rd Rd, Wuzhou 543002, Guangxi, Peoples R China
基金
中国国家自然科学基金;
关键词
(+/-)-Nonactic acid; nonactin subunits; homononactic acid; chiral synthesis; biological activities; structure-activity relationship; ALPHA; ALPHA-DIBROMO KETONES; IRON CARBONYLS; BIOSYNTHESIS; ANTIBACTERIAL; REARRANGEMENT; CONDENSATION; TRANSITION; PRECURSORS; REVISION; PRODUCT;
D O I
10.2174/0929867328666210628144347
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Nonactic acid, which is a macrocyclic nonactin subunit, contains four asymmetric centers and has the molecular formula of C10H18O3. Due to their various biological activities and challenging structural characteristics, nonactic acid and its derivatives have attracted much attention from scientists since 1955. These compounds possess significant antibacterial, insecticidal and acaricidal activities, as well as a promoting effect on plant growth. However, the studies in the anticancer activities of these compounds are limited. It is noticed that some derivatives of nonactic acid show significant cytotoxicity toward different human cancer cells, from which, a basic structure-activity relationship might be able to obtain. On the basis of these progresses, we believe that this review may provide new ideas for generating potent anticancer compounds bearing the same pharmacophores derived from those macrocyclic molecules.
引用
收藏
页码:8673 / 8691
页数:19
相关论文
共 50 条
  • [1] Synthesis and biological activities of ferulic acid derivatives
    Kayahara, H
    Miao, ZA
    Fujiwara, G
    ANTICANCER RESEARCH, 1999, 19 (5A) : 3763 - 3768
  • [2] Synthesis and biological activities of jineol and its derivatives
    Cho, Soon-Chang
    Sultan, Md. Zakir
    Moon, Surk-Sik
    Bulletin of the Korean Chemical Society, 2008, 29 (08) : 1587 - 1590
  • [3] Synthesis and biological activities of chaetocin and its derivatives
    Sodeoka, Mikiko
    Dodo, Kosuke
    Teng, Yuou
    Iuchi, Katsuya
    Hamashima, Yoshitaka
    Iwasa, Eriko
    Fujishiro, Shinya
    PURE AND APPLIED CHEMISTRY, 2012, 84 (06) : 1369 - 1378
  • [4] Synthesis and biological activities of jineol and its derivatives
    Cho, Soon-Chang
    Sultan, Md Zakir
    Moon, Surk-Sik
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2008, 29 (08): : 1587 - 1590
  • [5] SYNTHESIS OF (+/-)-NONACTIC ACID
    ARCO, MJ
    TRAMMELL, MH
    WHITE, JD
    JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (12): : 2075 - 2083
  • [6] SYNTHESIS OF NONACTIC ACID
    GERLACH, H
    WETTER, H
    HELVETICA CHIMICA ACTA, 1974, 57 (07) : 2306 - 2321
  • [7] Synthesis and biological activities of ferulic acid amino acid derivatives
    Miao, Z
    Kayahara, H
    Tadasa, K
    BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 1997, 61 (03) : 527 - 529
  • [8] ENANTIODIVERGENT SYNTHESES OF (+)-NONACTIC AND (-)-NONACTIC ACID AND THE TOTAL SYNTHESIS OF NONACTIN
    BARTLETT, PA
    MEADOWS, JD
    OTTOW, E
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (18) : 5304 - 5311
  • [9] Reactions, synthesis and biological activities of amino acid derivatives
    Ma, DW
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2001, 21 (11) : 842 - 849
  • [10] Synthesis of telmisartan and its derivatives and evaluation of their biological activities
    Yu, WF
    Zhou, ZM
    Zhu, HB
    He, LS
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2006, 26 (03) : 318 - 323