Abstract
A series of novel indole derivatives linked with the 1,2,3-triazole moiety was designed, synthesised by the CuCl2/Zn-catalysed Huisgen cycloaddition and characterised. The antifungal activity of all the prepared compounds against Colletotrichum capsici and cotton Physalospora pathogens was evaluated and the results indicated that these compounds showed inhibitory effect for fungi and the inhibition ratio of the best was up to 83.3%. The preliminary structure–activity relationship is also discussed in this paper.
References
1.
Bos L.
, Crop Prot. , 1982 , 1 , 263 .
2.
Fan Z.
,
Shi Z.
,
Zhang H.
,
Liu X.
,
Bao L.
,
Zuo X.
,
Zheng Q.
, and
Mi N.
, J. Agr. Food Chem. , 2009 , 57 , 4279 .
3.
Zhang J.
,
Wang J.-D.
,
Liu C.-X.
,
Yuan J.-H.
,
Wang X.-J.
, and
Xiang W.-S.
, Nat. Prod. Res. , 2014 , 28 , 431 .
4.
Zhang L.
,
Hua Z.
,
Song Y.
, and
Feng C.
, Fitoterapia , 2014 , 97 , 142 .
5.
Nguyen S.T.
,
Kwasny S. M.
,
Ding X.
,
Williams J. D.
,
Peet N. P.
,
Bowlin T. L.
, and
Opperman T. J.
, Bioorg. Med. Chem. , 2015 , 23 , 5789 .
6.
Sutariya T.R.
,
Labana B. M.
,
Parmar N. J.
,
Kant R.
,
Gupta V. K.
,
Plata G. B.
, and
Padrón J. M.
, New J. Chem. , 2015 , 39 , 2657 .
7.
Zhang M.-Z.
,
Chen Q.
,
Xie C.-H.
,
Mulholland N.
,
Turner S.
,
Irwin D.
,
Gu Y.-C.
,
Yang G.-F.
, and
Clough J.
, Eur. J. Med. Chem. , 2015 , 92 , 776 .
8.
Shafi S.
,
Alam M. M.
,
Mulakayala N.
,
Mulakayala C.
,
Vanaja G.
,
Kalle A. M.
,
Pallu R.
, and
Alam M. S.
, Eur. J. Med. Chem. , 2012 , 49 , 324 .
9.
Duan Y.-C.
,
Ma Y.-C.
,
Zhang E.
,
Shi X.-J.
,
Wang M.-M.
,
Ye X.-W.
, and
Liu H.-M.
, Eur. J. Med. Chem. , 2013 , 62 , 11 .
10.
Dabak K.
,
Sezer Ö.
,
Akar A.
, and
Anaç O.
, Eur. J. Med. Chem. , 2003 , 38 , 215 .
11.
Rostovtsev V.V.
,
Green L. G.
,
Fokin V. V.
, and
Sharpless K. B.
, Angew. Chem. Int. Ed. , 2002 , 41 , 2596 .
12.
Garudachari B.
,
Isloor A. M.
,
Satyanarayana M. N.
,
Fun H.-K.
, and
Hegde G.
, Eur. J. Med. Chem. , 2014 , 74 , 324 .
13.
Surineni G.
,
Yogeeswari P.
,
Sriram D.
, and
Kantevari S.
, Med. Chem. Res. , 2015 , 24 , 1298 .
14.
Kaushik C.P.
,
Kumar K.
,
Lal K.
,
Narasimhan B.
, and
Kumar A.
, Monatsh. Chem. , 2016 , 147 , 817 .
15.
Xu G.
,
Kong D.
,
Li W.
,
Xu W.
, and
Jiang Y.
, J. Chem. Pharm. Res. , 2014 , 6 , 947 .
16.
Jiang Y.
,
Ren B.
,
Lv X.
,
Zhang W.
,
Li W.
, and
Xu G.
, J. Chem. Res. , 2015 , 39 , 243 .
17.
Haider N.
, and
Käferböck J.
, Tetrahedron , 2004 , 60 , 6495 .
18.
Kamalraj V.R.
,
Senthil S.
, and
Kannan P.
, J. Mol. Struct. , 2008 , 892 , 210 .
19.
Sá M.M.
,
Ramos M. D.
, and
Fernandes L.
, Tetrahedron , 2006 , 62 , 11652 .
20.
Jiang Y.
,
Zhang P.
,
Li W.
,
Li X.
, and
Xu G.
, Z. Naturforsch. B , 2012 , 67b , 226 .
