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Molecules 2014, 19(3), 2819-2828; doi:10.3390/molecules19032819
Article

New Thiophene and Flavonoid from Tagetes minuta Leaves Growing in Saudi Arabia

1,* , 2
, 3
 and 4
Received: 28 January 2014; in revised form: 25 February 2014 / Accepted: 25 February 2014 / Published: 4 March 2014
(This article belongs to the Section Metabolites)
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Abstract: Phytochemical investigation of the methanolic extract of Tagetes minuta L. (Asteraceae) leaves resulted in the isolation and identification of two new compounds: 5-methyl-2,2',5',2'',5'',2''',5''',2''''-quinquethiophene (1) and quercetagetin-6-O-(6-O-caffeoyl-β-D-glucopyranoside) (9), in addition to seven known compounds: quercetin-3,6-dimethyl ether (2), quercetin-3-methyl ether (3), quercetin (4), axillarin-7-O-β-D-glucopyranoside (5), quercetagetin-3,7-dimethoxy-6-O-β-D-glucopyranoside (6), quercetagetin-7-methoxy-6-O-β-D-glucopyranoside (7), and quercetagetin-6-O-β-D-glucopyranoside (8). The compounds were identified by UV, IR, 1D, 2D NMR, and HRESIMS spectral data. They showed significant antioxidant activity, comparable with that of propyl gallate. Compounds 8 and 3 showed weak to moderate antileishmanial and antimalarial activities, with IC50 values of 31.0 μg/mL and 4.37 μg/mL, respectively.
Keywords: Tagetes minuta; Asteraceae; thiophene; quercetagetin; antioxidant; antimicrobial; antileishmanial; antimalarial Tagetes minuta; Asteraceae; thiophene; quercetagetin; antioxidant; antimicrobial; antileishmanial; antimalarial
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Al-Musayeib, N.M.; Mohamed, G.A.; Ibrahim, S.R.M.; Ross, S.A. New Thiophene and Flavonoid from Tagetes minuta Leaves Growing in Saudi Arabia. Molecules 2014, 19, 2819-2828.

AMA Style

Al-Musayeib NM, Mohamed GA, Ibrahim SRM, Ross SA. New Thiophene and Flavonoid from Tagetes minuta Leaves Growing in Saudi Arabia. Molecules. 2014; 19(3):2819-2828.

Chicago/Turabian Style

Al-Musayeib, Nawal M.; Mohamed, Gamal A.; Ibrahim, Sabrin R.M.; Ross, Samir A. 2014. "New Thiophene and Flavonoid from Tagetes minuta Leaves Growing in Saudi Arabia." Molecules 19, no. 3: 2819-2828.


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