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6β-Acetoxy-7α(H)-eudesmane-1β,4α-diol (1β,4α-Dihydroxy-6β-acetoxyeudesmane)

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Natural Compounds
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Taxonomy: Physicochemical and Pharmacological Properties of Sesquiterpene Esters – The Bicyclic Sesquiterpene Esters – Eudesmanes (Selinanes) Eudesmanes – Monoesters

Biological sources: Sideritis varoi subsp. oriensis [1]

C17H30O4: 298.2144

Mp: colorless gum [1]

[α] 20D +21.4° (c 1, CHCl3) [1]

IR (neat): 3500, 1740, 1260 [1]

Found: C, 68.51; H, 10.20; calc. for C17H30O4: C, 68.43; H, 10.12% [1]

1 H NMR (80 MHz, CDCl3, TMS): 0.90 (6H, d, J = 6, H-12, H-13), 1.12 (3H, s, H-15), 1.21 (3H, s, H-14), 2.10 (3H, s, OAc), 3.26 (1H, m, W1/2 = 16, H-1), 5.75 (1H, m, W1/2 = 4, H-6) [1]

13 C NMR (20.13 MHz, CDCl3): [1]

Table 1

C-1

80.25

C-7

49.55

C-13

20.59

2

28.52

8

20.59

14

14.67

3

41.34

9

41.45

15

24.56

4

71.10

10

39.08

OAc

 

5

55.08

11

28.75

1′

172.28

6

69.70

12

21.24

2′

21.76

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References

  1. A. Garcia-Granados, A. Martinez, A. Molina, M.E. Onorato, Phytochemistry 25(9), 2171 (1986)

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(2013). 6β-Acetoxy-7α(H)-eudesmane-1β,4α-diol (1β,4α-Dihydroxy-6β-acetoxyeudesmane). In: Azimova, S.S., Saidkhodzhaev, A.I. (eds) Natural Compounds. Springer, New York, NY. https://doi.org/10.1007/978-1-4614-0539-9_1656

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