Structural Activity Relationship and Importance of Benzothiazole Derivatives in Medicinal Chemistry: A Comprehensive Review

被引:36
作者
Bhat, Mahesh [1 ]
Belagali, Shiddappa Lagamappa [2 ]
机构
[1] Bangur Nagar Arts Sci & Commerce Coll, PG Dept Chem, Dandeli 581325, Karnataka, India
[2] Univ Mysore, Dept Studies Environm Sci, Environm Chem Lab, Mysore 570006, Karnataka, India
关键词
Anti-Alzheimer; anti-inflammatory; anticancer; antimicrobial; benzothiazole; heterocyclic compounds; ANTI-HIV ACTIVITY; IN-VITRO; BIOLOGICAL EVALUATION; ANTICANCER ACTIVITY; ANTITUMOR BENZOTHIAZOLES; ANTIINFLAMMATORY ACTIVITY; ANTICONVULSANT ACTIVITY; ANTIMICROBIAL ACTIVITY; BEARING BENZOTHIAZOLE; PRIVILEGED STRUCTURES;
D O I
10.2174/1570193X16666190204111502
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Benzothiazole (1, 3-benzothiazole) is one of the heterocyclic compounds, which is a weak base having varied biological activities. The unique methine center present in the thiazole ring makes benzothiazole as the most important heterocyclic compound. It is a common and integral structure of many natural and synthetic bioactive molecules. Benzothiazole derivatives show a variety of activities, with less toxic effects and their derivatives showed enhanced activities, which has proven Benzothiazole scaffold as one of the important moieties in medicinal chemistry. Benzothiazole ring containing compounds possess various pharmacological activities such as anti-viral, anti-microbial, antiallergic, anti-diabetic, anti-tumor, anti-intlammatory, anthelmitic and anti-cancer, which makes benzothiazole a rapidly developing and interesting compound in the medicinal chemistry. This review briefly explains the importance, common methods of synthesis of the benzothiazole scaffold and also explains the popular benzothiazole molecules which have applications in various fields of chemistry. A review has been carried out based on various pharmacological activities containing benzothiazole moieties and rationalize the activities based on the structural variations. Literature on benzothiazole derivatives reveals that substitution on the C-2 carbon atom and C-6 are the reasons for a variety of biological activities.
引用
收藏
页码:323 / 350
页数:28
相关论文
共 116 条
  • [71] Antidiabetic activity of N-(6-substituted-1,3-benzothiazol-2-yl)benzenesulfonamides
    Moreno-Diaz, Hermenegilda
    Villalobos-Molina, Rafael
    Ortiz-Andrade, Rolffy
    Diaz-Coutino, Daniel
    Medina-Franco, Jose Luis
    Webster, Scott P.
    Binnie, Margaret
    Estrada-Soto, Samuel
    Ibarra-Barajas, Maximiliano
    Leon-Rivera, Ismael
    Navarrete-Vazquez, Gabriel
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2008, 18 (09) : 2871 - 2877
  • [72] Discovery of novel benzothiazolesulfonamides as potent inhibitors of HIV-1 protease
    Nagarajan, SR
    De Crescenzo, GA
    Getman, DP
    Lu, HF
    Sikorski, JA
    Walker, JL
    McDonald, JJ
    Houseman, KA
    Kocan, GP
    Kishore, N
    Mehta, PP
    Funkes-Shippy, CL
    Blystone, L
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2003, 11 (22) : 4769 - 4777
  • [73] Synthesis, in vitro and computational studies of protein tyrosine phosphatase 1B inhibition of a small library of 2-arylsulfonylaminobenzothiazoles with antihyperglycemic activity
    Navarrete-Vazquez, Gabriel
    Paoli, Paolo
    Leon-Rivera, Ismael
    Villalobos-Molina, Rafael
    Medina-Franco, Jose Luis
    Ortiz-Andrade, Rolffy
    Estrada-Soto, Samuel
    Camici, Guido
    Diaz-Coutino, Daniel
    Gallardo-Ortiz, Itzell
    Martinez-Mayorga, Karina
    Moreno-Diaz, Hermenegilda
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2009, 17 (09) : 3332 - 3341
  • [74] Synthesis and evaluation of 18F-fluoroethylated benzothiazole derivatives for in vivo imaging of amyloid plaques in Alzheimer's disease
    Neumaier, B.
    Deisenhofer, S.
    Sommer, C.
    Solbach, C.
    Reske, S. N.
    Mottaghy, F.
    [J]. APPLIED RADIATION AND ISOTOPES, 2010, 68 (06) : 1066 - 1072
  • [75] Benzoheterocyclic amodiaquine analogues with potent antiplasmodial activity: Synthesis and pharmacological evaluation
    Ongarora, Dennis S. B.
    Gut, Jiri
    Rosenthal, Philip J.
    Masimirembwa, Collen M.
    Chibale, Kelly
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2012, 22 (15) : 5046 - 5050
  • [76] Push-pull benzothiazole derivatives as probes for detecting β-amyloid plaques in Alzheimer's brains
    Ono, Masahiro
    Hayashi, Shun
    Kimura, Hiroyuki
    Kawashima, Hidekazu
    Nakayama, Morio
    Saji, Hideo
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2009, 17 (19) : 7002 - 7007
  • [77] Papadopoulou Christina, 2005, Farmaco, V60, P969
  • [78] Pharmacological evaluation and characterizations of newly synthesized 1,2,4-triazoles
    Patel, Navin B.
    Khan, Imran H.
    Rajani, Smita D.
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (09) : 4293 - 4299
  • [79] Synthesis, crystal structure and antidiabetic activity of substituted (E)-3-(Benzo [d]thiazol-2-ylamino) phenylprop-2-en-1-one
    Patil, Vijay S.
    Nandre, Kamalakar P.
    Ghosh, Sougata
    Rao, Vaidya Jayathirtha
    Chopade, Balu A.
    Sridhar, Balasubramanian
    Bhosale, Sheshanath V.
    Bhosale, Sidhanath V.
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2013, 59 : 304 - 309
  • [80] Pellock J.M., 2001, PEDIAT EPILEPSY DIAG, P117