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. Author manuscript; available in PMC: 2020 Dec 5.
Published in final edited form as: J Nat Prod. 2020 Jun 29;83(7):2165–2177. doi: 10.1021/acs.jnatprod.0c00257

Table 5.

Characteristic 1H and 13C NMR Data for Compounds 15–19 (CDCl3, 500 and 125 MHz, Respectively)a

corynoxine A (15) corynoxine B (16) 3-epirhynchophylline (17) 3-epicorynoxine B (18) corynoxeine (19)
position δC type δH (J in Hz) δC type δH (J in Hz) δC type δH (J in Hz) δC type δH (J in Hz) δC type δH (J in Hz)
2 182.4 C 182.3 C 181.2 C 182.2 C 181.0 C
3 73.2 CH 2.41, dd
(11.3, 2.7)		 76.5 CH 2.24, bd
(11.2)		 77.4 CH 2.19, dd
(11.4, 2.4)		 77.0 CH 2.19, d
(10.9)		 75.2 CH 2.30, dd
(11.3, 2.5)
9 125.0 CH 7.45, d
(7.4)		 123.2 CH 7.19, d
(7.4)		 123.3 CH 7.20, d
(7.5)		 123.4 CH 7.20, d
(7.8)		 123.5 CH 7.22, d
(7.8)
10 122.5 CH 7.05, td
(7.6, 1.0)		 122.5 CH 7.01, td
(7.5, 1.0)		 122.5 CH 7.02, td
(7.6, 1.0)		 122.9 CH 7.02, td
(7.5)		 122.7 CH 7.05, td
(7.6, 1.0)
11 127.4 CH 7.17, td
(7.7, 1.3)		 127.9 CH 7.16, td
(7.7, 1.0)		 127.8 CH 7.16, td
(7.7, 1.2)		 128.1 CH 7.17, t
(7.7)		 128.0 CH 7.18, td
(7.7, 1.2)
12 109.5 CH 6.86, d
(7.7)		 109.5 CH 6.87, d
(7.7)		 109.1 CH 6.81, d
(7.7)		 109.6 CH 6.80, d
(7.7)		 109.2 CH 6.82, d
(7.7)
18 13.0 CH3 0.87, t
(7.4)		 13.4 CH3 0.86, t
(7.4)		 13.5 CH3 0.86, t
(7.4)		 13.3 CH3 0.86, t
(7.3)		 115.6 CH2 4.95, ddd
(17.2, 2.01, 0.8)
4.90, dd
(10.2, 2.1)
19 19.4 CH2 1.10, dqd
(15.7, 7.8, 2.9)
1.65, dq
(14.3, 7.2)		 19.3 CH2 1.77, ddq
(14.2, 11.1, 7.1)
1.18, m		 19.3 CH2 1.78, ddq
(13.6, 11.2, 7.2)
1.18, dq
(14.7, 7.7)		 19.8 CH2 1.80, m

1.17, dq
(14.5, 7.3)		 139.6 CH 5.51, dt
(18.0, 9.1)
17-OCH3 61.2 CH3 3.51, s 61.6 CH3 3.57, s 61.7 CH3 3.67, s 61.7 CH3 3.69, s 61.7 CH3 3.74, s
22-OCH3 51.3 CH3 3.59, s 51.4 CH3 3.61, s 51.4 CH3 3.63, s 51.4 CH3 3.63, s 51.4 CH3 3.62, s
NH 8.40, s 8.91, s 7.62, s 7.33, s 7.53, s
a

See Table S8 for a full comparison for the 1H and 13C NMR data for 15-19 (Supporting Information).