Two examples of bio-guided isolation, synthesis and ...

Bioguided Extraction - Cytotoxic Compounds:
The Acetogenins of Annonaceae, 2nd Example
O OH OH
O
1
n
O
S
O
O
O
O
O
O
type A1
O
OH
BioCIS (UMR CNRS 8076)
goniocin (type D1)
OH
reticulatamol (type E)
R, R, R, R : threo-trans-threo
S,R,S,R : threo-cis-threo
n=1, m=3, threo-trans-threo : trans-solamin
n=1, m=3, threo-cis-threo : cis-solamin
n=3, m=3, threo-trans-threo : reticulatacin
n=3, m=3, threo-trans-erythro : reticulatain 1
n=5, m=1, threo-trans-erythro : reticulatain 2
n=5, m=1, threo-trans-threo : uvariamicin 3
OH
OH
O O
O
isomolvizarin (type B2)
OH
O O
Figadère, Cortes et al. Nat. Prod. Rep. 2005, 22, 269-303
m