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19<br />

O<br />

20<br />

9<br />

11<br />

4 6 7<br />

OH<br />

O<br />

O<br />

H<br />

H<br />

18<br />

O<br />

O<br />

7'<br />

6'<br />

9'<br />

4'<br />

14'<br />

17'<br />

12'<br />

20' O<br />

OH<br />

16'<br />

14<br />

16<br />

O<br />

17<br />

O<br />

H<br />

O<br />

OH<br />

O<br />

O<br />

O<br />

OH<br />

OH<br />

O<br />

H<br />

H<br />

O<br />

O<br />

(49) (50)<br />

O<br />

H<br />

O<br />

OH<br />

O<br />

O<br />

O<br />

H<br />

O<br />

O<br />

O<br />

OH<br />

(51) (52) (53)<br />

Seventeen compounds with linear side-chains at C-13 instead <strong>of</strong> the isopropyl group,<br />

compounds 54 to 69 were isolated from P. hereroensis, P. edulis, P. lanuginosus, P.<br />

sanguineus <strong>and</strong> C. coerulescens (Table 6c). P. lanuginosus yielded the highest number<br />

<strong>of</strong> compounds compared to the other species which yielded less than five compounds.<br />

The side chains are either saturated as in 54, contain a double bond as in compounds 55-<br />

63, an acetyl group as in compound 64 or an alcohol as in compounds 65, 68 <strong>and</strong> 69.<br />

Compounds 57 <strong>and</strong> 61 <strong>and</strong> 65-69 have functional groups at C-3 with 66-69 being abeo-<br />

abietanes where a methyl from C-4 has migrated to C-3.<br />

O<br />

O<br />

H<br />

O<br />

O<br />

O<br />

OH<br />

O<br />

H<br />

O<br />

O<br />

7<br />

OH<br />

H<br />

H<br />

7'<br />

OH<br />

O<br />

O<br />

H<br />

O<br />

O<br />

45

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