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Thirty-six compounds (131-167) having a coleon-type structure were isolated from<br />

eleven Plectranthus <strong>and</strong> ten Coleus species, where most <strong>of</strong> the compounds have been<br />

isolated from P. edulis <strong>and</strong> C. coerulescens (Table 9a-c). The coleon-type compounds<br />

differ from the royleanones in that ring C is aromatic in coleon-type compounds as<br />

apposed to having a hydroxybenzoquinone or p-quinoid ring system.<br />

Compounds 131-148 (Table 9a) differ in ring B with regard to positions 6 <strong>and</strong> 7 as they<br />

both could be saturated as in 131, or oxidized, with either a hydroxy or carbonyl group<br />

(132-135) or two carbonyl groups (136-145). Alternatively either C-6 or C-7 could be<br />

oxidized as in 132-134. Compounds 138 to 141 are the only compounds where the<br />

methyl group/s at C-15 have been oxidized to an alcohol or acetyl group, while 134 is the<br />

only compound where the methyl group at C-20 has been oxidized to an alcohol.<br />

Plectranthol B (131), has an aromatic substituent at C-19 with a prenyl group occurring at<br />

C-12. In compounds 146 to 148, an oxygen bridge is formed between C-20 <strong>and</strong> either C-<br />

6 or C-7. Compound 147 has a methoxy group present at C-20 while 148 has a carbonyl<br />

function at C-7.<br />

Table 9a: Coleon-type abietanes isolated from Plectranthus <strong>and</strong> Coleus species<br />

Compound Name Synonym<br />

131<br />

132<br />

133<br />

134<br />

135<br />

Continued on next page….<br />

12-O-(3-methyl-2-butenoyl)-<br />

19-O-(3,4dihydroxybenzoyl)-11hydroxy-8,11,13-abietatriene7α,11-dihydroxy-12-<br />

methoxy-8,11,13-abietatriene <br />

11,12-dihydroxy-8,11,13abietatriene-7-one <br />

11,12,20-trihydroxy-8,11,13abietatriene-7-one<br />

6β,11,12,14-tetrahydroxy-<br />

8,11,13-abietatriene-7-one<br />

Isolated from<br />

Plectranthus<br />

(P) or Coleus<br />

(C) species<br />

Plectranthol B P. nummularius<br />

11,20dihydroxysugiol <br />

11hydroxysugiol <br />

5,6dihydrocoleon<br />

U<br />

Reference<br />

Narukawa et al.<br />

2001<br />

P. elegans Dellar et al., 1996<br />

P. cyaneus<br />

P. cyaneus;<br />

C. forskohlii<br />

P. argentatus<br />

Horvath et al.,<br />

2004<br />

Horvath et al.,<br />

2004;<br />

Lingling et al.,<br />

2005<br />

Alder et al.,<br />

1984a<br />

60

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