Chemical modification of nodulisporic acid A: preliminary structure-activity relationships.
Medicinal chemistry efforts were initiated to identify the key constituents of the nodulisporic acid A (1) pharmacophore that are integral to its potent insecticidal activity. New semisynthetic derivatives delineated 1 into 'permissive' and 'nonpermissive' regions and led to the discovery of new nodulisporamides with significantly improved flea efficacy.
Meinke
P T
PT
Department of Medicinal Chemistry, Merck Research Laboratories, Rahway, NJ 07065-0900, USA. peter_meinke@merck.com
Ayer
M B
MB
Colletti
S L
SL
Li
C
C
Lim
J
J
Ok
D
D
Salva
S
S
Schmatz
D M
DM
Shih
T L
TL
Shoop
W L
WL
Warmke
L M
LM
Wyvratt
M J
MJ
Zakson-Aiken
M
M
Fisher
M H
MH
D000818:Animals; D015195:Drug Design; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry* / Q000494:pharmacology; D007306:Insecticides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D015394:Molecular Structure; D005423:Siphonaptera; D013329:Structure-Activity Relationship
D007211:Indoles; D007306:Insecticides; C110703:nodulisporic acid A