Cr

C6C2

C6C1

L-Phe

C6C2N

CO2H NH2

CO2H NH2

co indole.C2N

L-Tyr

/V>VyCO2H

L-Orn h2n CO2H

L-Lys c4n

'CO2H

OH orsellinic acid 4 x C2

parthenolide 3 x C5

Glucose

Rhamnose

MeO-

parthenolide 3 x C5

MeO-

tetrahydrocannabinolic acid 6 x C2 + 2 x C5

MeO ^T^ OMe OMe podophyllotoxin 2 x C6C3 + 4 x Ci

CO2Me xx

MeO ^T^ OMe OMe podophyllotoxin 2 x C6C3 + 4 x Ci

CO2Me

tetrahydrocannabinolic acid 6 x C2 + 2 x C5

papaverine lysergic acid cocaine

C6C2N + (C6C2) + 4 x C1 indole.C2N + C5 + C1 C4N + 2 x C2 + (C6C1) + 2 x Ci

1> C6C3

C6C3

Figure 2.3

A word of warning is also necessary. Some natural products have been produced by processes in which a fundamental rearrangement of the carbon skeleton has occurred. This is especially common with structures derived from isoprene units, and it obviously disguises some of the original building blocks from immediate recognition. The same is true if one or more carbon atoms are removed by oxidation reactions.

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