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. Author manuscript; available in PMC: 2020 Aug 11.
Published in final edited form as: J Nat Prod. 2004 Dec;67(12):2024–2032. doi: 10.1021/np049783i

Table 1.

1H NMR spin system analyses for reference compounds 1and 10and for new compound 5.

position ppmd multe spin system J [Hz] (→ H)f
1a α 7.7879 d ABMM’XX’ 15.53 (Hβ)
β 7.6649 dtt ABMM’XX’ 15.53 (Hα), 0.52 (H2,6), 0.34 (H3,5)
2,6 7.4946 dddd ABMM’XX’ 8.51 (ortho), 2.61 (meta), 0.52 (Hβ), 0.34 (para)
3,5 6.8232 dddd ABMM’XX’ 8.51 (ortho), 2.34 (meta), 0.34 (para), 0.34 (Hβ)
5’ 6.0146 s - -
1″-CH2 3.2244 dqq AM2X3Y3 7.21 (H2″), 1.15 (Me-5″), 0.49 (Me-4″)
2″ 5.1967 tqq AM2X3Y3 7.21 (CH2-1″), 1.40 (Me-4″), 1.36 (Me-5″)
4″-Me 1.7562 dtq AM2X3Y3 1.40 (H2″), 0.49 (CH2-1″), 0.36 (Me-5″)
5″-Me 1.6494 dtq AM2X3Y3 1.36 (H2″), 1.15 (CH2-1″), 0.36 (Me-4″)
6’-OMe 3.8950 s - -
5b α 7.8031 d ABMM’XX’ 15.54 (Hβ)
β 7.6742 dtt ABMM’XX’ 15.54 (Hα), 0.45 (H2,6), 0.22 (H3,5)
2,6 7.5040 dddd ABMM’XX’ 8.53 (ortho), 2.57 (meta), 0.45 (Hβ), 0.25 (para)
3,5 6.8261 dddd ABMM’XX’ 8.53 (ortho), 2.53 (meta), 0.25 (para), 0.22 (Hβ)
5’ 6.0259 s - -
1″-CH2 2.6196 ddd AA’MM’ 16.00 (gem.), 11.79 (trans), 4.88 (gauche)
2″-CH2 1.6375 ddd AA’MM’ 16.00 (gem.), 11.79 trans), 4.88 (gauche)
4″,5″-Me 1.1719 s - -
6’-OMe 3.9064 s - -
10c α 7.8145 d ABMM’XX’ 15.53 (Hβ)
β 7.7030 dtt ABMM’XX’ 15.53 (Hα), 0.59 (H2,6), 0.46 (H3,5)
2,6 7.5067 dddd ABMM’XX’ 8.46 (ortho), 2.54 (meta), 0.59 (Hβ), 0.37 (para)
3,5 6.8271 dddd ABMM’XX’ 8.46 (ortho), 2.12 (meta), 0.46 (Hβ), 0.37 (para)
5’ 5.9896 s - -
1″-a 2.8433 dd AMX 16.81 (H1″b), 5.34 (H2″)
1″-b 2.5237 dd AMX 16.81 (H1″a), 6.95 (H2″)
2″ 3.7648 dd AMX 6.95 (H1″b), 5.34 (H2″)
4″-Me 1.3469 s - -
5″-Me 1.2939 s - -
6’-OMe 3.9024 s - -
a

500 MHz spectrum with digital resolution (DR) = 0.084 Hz (0.00017 ppm).

b

360 MHz spectrum with DR = 0.09 Hz (0.00025 ppm).

c

300 MHz spectrum with DR = 0.055 Hz (0.00018 ppm).

d

Coupling constants and chemical shifts were precisely determined by PERCH analysis and are reported to 0.01 Hz precision. The digit shown in smaller font is not precisely certain, but is necessary to fully convey the experimentally observed spin system.

e

Multiplicity given under first order spin approximation.

f

Coupling constants and chemical shifts were precisely determined by PERCH analysis and are reported to 0.01 Hz precision. The digit shown in smaller font is not precisely certain, but is necessary to fully convey the experimentally observed spin system.