Bio-Potent (5-chloro-2-thienyl)-3-(substituted Phenyl) bicyclo[2.2.1]heptane-2-yl Methanone Derivatives

• Autorzy: Thirunarayanan G.

Identyfikatory

DOI

10.18052/www.scipress.com/ILCPA.42.1

• Języki publikacji: EN

Abstrakty

EN

A series of (5-chloro-2-thienyl)(3-(substituted phenyl) bicyclo [2.2.1] hept-5-en-2-yl) methanones have been synthesized by fly-ash catalyzed [4+2] cycloaddition Diels-Alder reaction of cyclopentadiene and 5-chloro-2-thienyl chalcones under cooling conditions. The yields of the methanones are more than 60%. The synthesized (5-chloro-2-thienyl)(3-(substituted phenyl) bicyclo [2.2.1] hept-5-en-2-yl) methanones are characterized by their physical constants and spectral data. The antimicrobial, antioxidant and insect antifeedant activities of synthesized methanones have been studied using their respective bacterial, fungal strains, DPPH radical scavenging activity and Dethler’s leaf-discs bioassay method.

Słowa kluczowe

EN

Diels-Alder reaction; 5-chloro-2-thienyl chalcones; cyclopentadiene; antimicrobial activities; antioxidant activity; insect antifeedant activity

• Wydawca: Przedsiębiorstwo Wydawnictw Naukowych "DARWIN"
• Czasopismo: International Letters of Chemistry, Physics and Astronomy
• Rocznik: 2015
• Tom: Vol. 42
• Strony: 1--12
• Opis fizyczny: Bibliogr. 27 poz., rys., tab.

Twórcy

autor

Thirunarayanan G.

• Department of Chemistry, Annamalai University, Annamalainagar 608 002, India

Bibliografia

• [1] (a) Thirunaryanan G, Q. Science Connect. (2014) DOI: http://dx.doi.org/ 10.5339/ connect.2014.18.,(b) Mubofu E B & Engberts J B F N, J. Phys. Org. Chem, 17 (2004) 180-186.
• [2] Breslow R, Marita, U & Rideout D C, Tetrahedron Lett, 24 (1983) 1901-1904.
• [3] Breslow R & Marita U, Tetrahedron Lett. 25 (1984) 1239-1240.
• [4] Otto S, Bertoncin F & Engberts J B F N, J. Am. Chem. Soc, 118 (1996)7702-7707.
• [5] Otto S & Engberts J B F N, J. Am. Chem. Soc, 121 (1999) 6798-6806.
• [6] Fringuelli F, Piermatti O, Pizzo F & Vaccaro L, Eur. J .Org. Chem, (2001) 439-455.
• [7] Boersma A J, Feringa B L & Roelfes G, Org. Lett, 9 (2007) 3647-3650.[8] Boersma A J, Bruin B, Feringa B L & Roelfes G, Chem. Commun, 48 (2012) 2394-2639.
• [9] Rideout, D C & Breslow R, J. Am. Chem. Soc, 102 (1980) 7816-7817.
• [10] Otto S., Engberts J B F N, Tetrahedron Lett. 36 (1995) 2645-2648.
• [11] Megens R P & Roefes G, Chem. Eur. J, 17 (2011) 8514-8523.
• [12] Jin Q., Zhang L., Cao H, Wang T, Zhu X, Jiang J. & Liu M., Langmuir 27 (2011) 13847-13853.
• [13] Roefes G, Boersma A J & Feringa B L, Chem. Commun, (2006) 635-637.
• [14] Kuo C H, Niemeyer C M & Fruk L, Croa. Chem. Acta, 84 (2011) 269-275.
• [15] Oltra N S & Roelfes G, Chem. Commun, (2008) 6039-6041.
• [16] Otto S, Engberts J B F N & Kwak J C T, J. Am. Chem. Soc, 120 (1998) 9517-9525.
• [17] Boger D L, Lerner R A & Cravatt B F, J. Org. Chem, 59 (1994) 5078-5079.
• [18] Thirunarayanan G, Vanangamudi G, Sathiyendiran V & Ravi K, Indian J. Chem, 50B, (2011) 593-604.
• [19] Thirunarayanan G & Vanangamudi G, Spectrochim. Acta. 81A, (2011) 390-396.
• [20] Thirunarayanan G, Vanangamudi G & Subramanian M, Org. Chem: An Indian J, 9 (2013) 1-16.
• [21] Thirunarayanan G, J. Indian. Chem. Soc, 85, (2008) 447-451.
• [22] Thirunarayanan G, Surya S, Srinivasan S, Vanangamudi G & Sathiyendiran V, Spectrochim. Acta, 75A, (2010) 152.
• [23] Vanangamudi G, Subramanian M & Thirunarayanan G. Arabian. J. Chem, (2013). DOI: 10.1016/j.arabjc.2013.03.006
• [24] Dethler’s, V. G. Chemical Insect Attractants and Repellents, Blackistan, Philadelphia, (1947) p. 210.
• [25] Thirunarayanan G, Mayavel P & Thirumurthy K, Spectrochim. Acta, 91A (2012) 18-22.
• [26] Bauer A W, Kirby W M M, Sherris J C & Truck M, Am. J. Clin. Pathol, 45 (1966) 493-496.
• [27] Vanangamudi G, Subramanian M & Thirunarayanan G. Arabian. J. Chem, (2013). DOI:10.1016/j.arabjc.2013.03.006