Macrophylloflavone: A New Biflavonoid from Garcinia macrophylla Mart. (Clusiaceae) for Antibacterial, Antioxidant, and Anti-Type 2 Diabetes Mellitus Activities

Table 2

Comparison of ¹³C-NMR spectra in 3-flavanone-6″-flavone of macrophylloflavone (1) with a number of biflavonoid 3-flavanone-8″-flavone.

Compound	Position	2	3	4	5	6	7	8	9	10	1′	2′	3′	4′	5′	6′
Macrophylloflavone (1)	δC (ppm) (a)	82.72	50.84	197.91	164.81	97.43	165.73	96.42	168.19	103.19	130.49	129.24	115.61	158.81	115.54	129.24
Morelloflavone (2) [44]	δC (ppm) (b)	81.00	48.70	195.60	163.50	96.20	166.30	95.20	162.50	101.50	128.00	128.10	114.40	157.10	114.40	128.10
Morelloflavone (2) [39]	δC (ppm) (c)	82.30	50.10	197.20	163.50	97.20	162.40	96.10	164.20	101.60	129.80	129.40	115.50	158.70	115.50	129.40
Morelloflavone (2) [40]	δC (ppm) (d)	81.00	48.40	196.30	161.80	95.40	163.60	96.30	166.60	101.60	128.20	128.60	114.50	157.40	114.50	128.60
Morelloflavone (2) [41]	δC (ppm) (e)	81.10	48.10	195.40	163.30	96.00	166.10	94.90	162.40	101.30	127.80	127.60	114.30	157.00	114.30	127.60
Morelloflavone (2) [42]	δC (ppm) (f)	81.50	49.20	196.50	164.70	96.30	166.40	95.20	164.00	102.10	129.20	128.40	114.60	157.50	114.60	128.40
Morelloflavone-4‴-O-β-D-glucoside (3) [30]	δC (ppm) (g)	82.60	49.10	198.00	162.00	98.10	164.10	97.60	166.00	102.80	129.80	128.60	115.70	158.70	115.70	128.60
Compound	Position	2″	3″	4″	5″	6″	7″	8″	9″	10″	1‴	2‴	3‴	4‴	5‴	6‴
Macrophylloflavone (1)	δC (ppm) (a)	165.73	103.37	183.83	157.37	102.02	163.31	99.83	162.53	104.95	123.34	114.17	146.79	150.94	116.84	120.55
Morelloflavone (2) [44]	δC (ppm) (b)	163.20	102.40	181.40	160.30	98.60	161.40	100.50	155.00	103.30	121.20	113.10	145.40	149.40	116.10	119.00
Morelloflavone (2) [39]	δC (ppm) (c)	164.20	103.80	183.10	164.90	99.60	165.60	103.90	165.80	103.00	123.50	114.20	146.30	150.00	116.50	120.70
Morelloflavone (2) [40]	δC (ppm) (d)	163.80	102.30	181.70	160.60	98.70	162.90	100.60	155.30	103.20	121.10	113.40	145.70	149.80	116.20	119.40
Morelloflavone (2) [41]	δC (ppm) (e)	163.30	102.60	181.00	160.10	98.30	161.50	99.30	154.80	102.60	121.30	113.30	145.30	149.20	115.60	118.40
Morelloflavone (2) [42]	δC (ppm) (f)	163.40	102.90	182.30	164.70	98.70	161.70	104.00	155.90	100.80	122.60	113.30	145.50	149.30	115.80	119.60
Morelloflavone-4‴-O-β-D-glucoside (3) [30]	δC (ppm) (g)	170.60	104.10	183.50	158.30	98.20	161.10	103.90	153.30	104.60	120.50	114.60	145.40	148.70	117.20	121.00

Solvent and magnetic field strength for (a) CD₃OD, 125 MHz; (b) DMSO-d₆, 22.64 MHz; (c) DMSO-d₆, 25.10 MHz; (d) DMSO-d₆; (e) DMSO-d₆; (f) CDCl₃; and (g) DMSO-d₆, 100 MHz.