. Author manuscript; available in PMC: 2013 Mar 23.

Published in final edited form as: J Nat Prod. 2012 Feb 1;75(3):344–350. doi: 10.1021/np200414c

Table 1.

¹³C and ¹H NMR Data for Compounds 1, 2 and 4, Berkazaphilones A-C, in CDCl₃ (δ ppm)^a

	1		2		4
atom	δ_C, type	δ_H, mult. (J in Hz)	δ_C, type	δ_H mult. (J in Hz)	δ_C, type	δ_H mult. (J in Hz)
1	68.6, CH₂	β 4.79, dd (10.9, 5.4) α 3.72, dd (13.2, 10.9)	68.4, CH₂	β 4.82, dd (11.1,5.3) α 3.78, dd (13.5, 11.1)	67.9, CH₂	β 4.38, dd (10.8, 5.4) α 3.85, dd (13.0, 10.8)
3	159.9, C		160.8, C		160.7, C
4	102.8, CH	5.49, s	102.4, CH	5.51, s	102.8, CH	5.56, s
4a	150.5, C		152.5, C		151.7, C
5	118.1, CH	5.71, d (1.9)	115.4, CH	5.78, d (1.6)	115.7, CH	5.79, d (1.7)
6	198.2, C		190.5, C		194.8, C
7	50.0, CH	2.41, dq (10.3, 6.6)	89.3, C		74.1, C
8	74.2, CH	3.43, bt (10.3)	74.6, CH	3.58, bt (10.1)	74.7, CH	5.29, d (9.9)
8a	40.9, CH	2.84, dddd (13.2, 10.3, 5.4, 1.9)	37.8, CH	2.82, dddd (13.5, 10.1, 5.3, 1.6)	34.9, CH	3.44, dddd (13.0, 9.9, 5.4, 1.7)
9	125.4, CH	5.87, dq (15.7, 1.7)	125.2, CH	5.85, dd (15.3,1.5)	125.2, CH	5.87, dd (15.4, 1.7)
10	133.2, CH	6.40, dq (15.7, 6.8)	134.4, CH	6.45, dq (15.3,6.9)	134.5, CH	6.41, dd (15.4, 7.0)
11	18.4, CH₃	1.84, dd (6.8, 1.7)	18.4, CH₃	1.84, dd (6.9,1.5)	18.5, CH₃	1.84, dd, (7.0, 1.7)
12	10.8, CH₃	1.25, d (3H, 6.6)	15.4, CH₃	1.77, s (3H)	20.4, CH₃	1.38, s (3H)
1′			172.0, C		170.6, C
2′			104.7, C		104.4, C
3′			166.0, C		165.9, C
4′			101.5, CH	6.25, d (2.4)	101.6, CH	6.30, d (2.3)
5′			161.4, C		161.1, C
6′			112.1, CH	6.18, d (2.4)	112.0, CH	6.27, d (2.3)
7′			145.0, C		144.6, C
8′			24.7 q	2.28, s (3H)	25.0, CH₃	2.58, s (3H)

Assignments of the ¹³C and ¹H signals were made based on HSQC spectral data.