. Author manuscript; available in PMC: 2015 Mar 28.

Published in final edited form as: J Nat Prod. 2013 Dec 17;77(3):550–556. doi: 10.1021/np400809w

Table 1.

¹H- and ¹³C NMR Spectroscopic Data for (<)-Rubrichalcolactone (1) in CDCl₃

position^a	δ_H (mult., J, Hz)^b	δ_C (mult.)^c	position^a	δ_H (mult., J, Hz)^b	δ_C (mult.)^c
2	7.79 d (16.0)	142.4 CH	18	1.83 m, 2.04 m	32.1 CH₂
3	8.01 d (15.6)	127.9 CH	19		100.7 C
4		193.0 C	20	2.23 m 2.60 m	42.6 CH₂
5	13.81br s (OH)	159.3 C	21	2.83 t (9.6)	29.5 CH₂
6		104.7 C	22		141.5 C
7		165.5 C	23	7.00 d (6.8)	128.3 CH
8	6.03 br s	96.2 CH	24	7.15 overlapped	128.5 CH
9		158.8 C	25	7.15 overlapped	125.9 CH
10		105.4 C	26	7.15 overlapped	128.5 CH
11		173.5 C	27	7.00 d (6.8)	128.3 CH
12	2.35 m	33.7 CH₂	1′		135.5 C
13	1.66 m, 1.72 m	21.0 CH₂	2′	7.55 d (7.6)	128.5 CH
14	1.49 m, 1.53 m	34.9 CH₂	3′	7.22 overlapped	129.0 CH
15	3.74 br s	69.8 CH	4′	7.30 overlapped	130.2 CH
16	1.66 m, 1.72 m	35.6 CH₂	5′	7.22 overlapped	129.0 CH
17	3.49 br s	23.3 CH	6′	7.55 d (7.6)	128.5 CH

Assigned by analysis of the ¹H, ¹³C, DEPT 90, DEPT 135, COSY, HSQC, and HMBC NMR spectra.

Recorded at 400.1 MHz and referenced to the solvent residual peak at δ 7.26.²⁴ J values are presented in Hz and omitted if the signals overlapped as multiplets. The overlapped signals assigned from the ¹H-¹H COSY, HSQC, and HMBC spectra are presented without designating multiplicity.

Recorded at 150.9 MHz and referenced to the solvent residual peak at δ 77.16.²⁴ CH₃, CH₂, CH, and C multiplicities were determined by DEPT 90 and DEPT 135 and HSQC experiments.