Novel macrolides-linked chalcone derivatives
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1,439, 1,291, 1,197, 1,130, 1,023, 791, 749, 688; H NMR (400 MHz, CDCl3)
d 7.80 (dd, J = 8.2, 5.9 Hz, 3H), 7.64 (d, J = 3.7 Hz, 2H), 7.59 (d, J = 3.0 Hz,
2H), 7.50 (d, J = 15.8 Hz, 2H), 7.41 (s, 5H), 6.85 (s, 1H), 4.59 (s, 4H), 3.89 (s, 4H);
13C NMR (101 MHz, CDCl3) d 191.01, 165.72, 147.50, 144.62, 143.50, 139.37,
134.86, 134.37, 131.14, 130.46, 129.63, 128.91, 128.39, 126.69, 125.98, 122.39,
122.12, 117.43, 116.79, 111.60, 62.38, 50.05; HRMS calcd for C27H23NO5:
464.1491 (M?Na)?; Found: 464.1491.
Macrolides-linked chalcone derivative 3a Yield: 32 % of yellow-orange solid, mp
65–67 °C; IR (KBr, cm-1): 3,061, 2,930, 1,780, 1,724, 1,657, 1,591, 1,493, 1,448,
1,342, 1,279, 1,245, 1,118, 1,071, 929, 759, 686. H NMR (400 MHz, CDCl3)
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d 7.87 (d, J = 7.5 Hz, 2H), 7.80 (d, J = 15.7 Hz, 2H), 7.64 (m, 9H), 7.55–7.49 (m,
4H), 7.45–7.35 (m, 11H), 6.97 (dd, J = 6.8, 2.5 Hz, 2H), 4.39–4.29 (m, 4H),
4.16–4.08 (m, 4H), 3.95–3.83 (m, 8H). 13C NMR (101 MHz, CDCl3) d 191.01,
165.72, 147.50, 144.62, 143.50, 139.37, 134.86, 134.37, 131.14, 130.46, 129.63,
128.91, 128.39, 126.69, 125.98, 122.39, 122.12, 117.43, 116.79, 111.60, 62.38,
50.05. HRMS calcd for C54H46N2O10: 905.3045 (M?Na)?; Found: 905.3045.
Macrolides-linked chalcone derivative 2b Yield: 40 % of yellow solid, mp
170–171 °C; IR (KBr, cm-1): 3,082, 2,924, 1,741, 1,711, 1,664, 1,585, 1,487,
1,451, 1,353, 1,279, 1,127, 1,069, 790, 735; 1H NMR (400 MHz, CDCl3) d 7.82 (dd,
J = 5.6, 3.3 Hz, 2H), 7.64–7.56 (m, 3H), 7.54 (s, 1H), 7.43 (m, 3H), 7.29 (s, 1H),
6.87–6.82 (m, 1H), 6.74 (d, J = 3.3 Hz, 1H), 6.52 (dd, J = 3.2, 1.7 Hz, 1H),
4.62–4.57 (m, 4H), 3.93–3.87 (m, 4H); 13C NMR (101 MHz, CDCl3) d 190.14,
167.88, 146.71, 144.88, 139.30, 131.53, 131.51, 130.59, 129.85, 129.69, 119.56,
117.41, 116.21 115.63, 112.64, 110.41, 64.15, 52.95; HRMS calcd for C25H21NO6:
454.1261 (M?Na)?; Found: 454.1261.
Macrolides-linked chalcone derivative 3b Yield: 30 % of red solid, mp
170–171 °C; IR (KBr, cm-1): 2,925, 1,780, 1,724, 1,654, 1,591, 1,548, 1,491,
1,466, 1,387, 1,280, 1,118, 1,071, 926, 757, 727, 687; 1H NMR (400 MHz, CDCl3)
d 7.88 (d, J = 7.3 Hz, 2H), 7.75–7.65 (m, 3H), 7.58 (m, 8H), 7.48–7.35 (m, 7H),
6.96 (s, 2H), 6.72 (s, 1H), 6.52 (s, 1H), 4.40–4.29 (m, 4H), 4.18–4.08 (m, 4H), 3.90
(s, 8H); 13C NMR (101 MHz, CDCl3) d 190.21, 165.72, 151.59, 147.43, 144.85,
143.46, 139.24, 134.37, 131.00, 130.89, 130.49, 129.63, 126.65, 125.94, 122.13,
119.50, 117.40, 116.79, 116.18, 112.62, 111.48, 62.37, 50.02. HRMS calcd for
C50H42N2O12: 885.2630 (M?Na)?; Found: 885.2613.
Macrolides-linked chalcone derivative 2c Yield: 41 % of yellow-orange solid, mp
69–71 °C; IR (KBr, cm-1): 3,077, 1,707, 1,659, 1,588, 1,489, 1,445, 1,356, 1,289,
1,197, 1,134, 1,022, 770, 726; 1H NMR (400 MHz, CDCl3) d 7.93 (d, J = 15.4 Hz,
1H), 7.81 (dd, J = 5.6, 3.3 Hz, 2H), 7.59 (dd, J = 5.6, 3.3 Hz, 2H), 7.47–7.35 (m,
4H), 7.33 (s, 1H), 7.29 (s, 1H), 7.14–7.07 (m, 1H), 6.85 (d, J = 7.3 Hz, 1H),
4.69–4.56 (m, 4H), 3.90 (d, J = 3.6 Hz, 4H); 13C NMR (101 MHz, CDCl3)
d 190.72, 148.05, 140.23, 138.68, 136.96, 131.98, 129.19, 129.18, 128.97, 128.24,
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