PMID- 7824160
OWN - NLM
STAT- MEDLINE
DCOM- 19950210
LR  - 20190701
IS  - 0304-3940 (Print)
IS  - 0304-3940 (Linking)
VI  - 177
IP  - 1-2
DP  - 1994 Aug 15
TI  - Effect of the R(-) and S(+) isomers of MDA and MDMA on phosphatidyl inositol 
      turnover in cultured cells expressing 5-HT2A or 5-HT2C receptors.
PG  - 111-5
AB  - The effect of the R(-) and S(+) isomers of 3,4-methylenedioxyamphetamine (MDA) 
      and its N-methyl analog 3,4-methylenedioxymethamphetamine (MDMA) on [3H]inositol 
      monophosphate accumulation was studied in cells expressing either 5-HT2A or 
      5-HT2C receptors. The isomers of MDA produced a concentration dependent increase 
      in phosphatidyl inositol (PI) hydrolysis at the 5-HT2A receptors, with the R(-) 
      isomer of MDA being more potent than the S(+) at the 5-HT2A receptor. The R(-) 
      and S(+) isomers of MDMA were significantly less efficacious at the 5-HT2A 
      receptor as compared to MDA; S(+)MDMA had no effect. At the 5-HT2C receptor, both 
      R(-) and S(+)MDA were equipotent at stimulating PI hydrolysis, with the S(+) 
      isomer of MDMA being more efficacious at the 5-HT2C receptor compared with the 
      R(-) isomer. In all cases at both the 5-HT2A and 5-HT2C receptors, the affinities 
      of the isomers of MDMA and MDA were at least 2-3 orders of magnitude less than 
      5-HT. Despite the weak effect of these compounds at the 5-HT2A and 5-HT2C 
      receptors, these substituted amphetamines do possess intrinsic activity which may 
      contribute to their neurotoxic effects when administered at high doses.
FAU - Nash, J F
AU  - Nash JF
AD  - Department of Psychiatry, School of Medicine, Case Western Reserve University, 
      Cleveland, OH 44106-5000.
FAU - Roth, B L
AU  - Roth BL
FAU - Brodkin, J D
AU  - Brodkin JD
FAU - Nichols, D E
AU  - Nichols DE
FAU - Gudelsky, G A
AU  - Gudelsky GA
LA  - eng
GR  - DA 07427/DA/NIDA NIH HHS/United States
PT  - Comparative Study
PT  - Journal Article
PT  - Research Support, Non-U.S. Gov't
PT  - Research Support, U.S. Gov't, P.H.S.
PL  - Ireland
TA  - Neurosci Lett
JT  - Neuroscience letters
JID - 7600130
RN  - 0 (Phosphatidylinositols)
RN  - 0 (Receptor, Serotonin, 5-HT2A)
RN  - 0 (Receptor, Serotonin, 5-HT2C)
RN  - 0 (Receptors, Serotonin)
RN  - 4764-17-4 (3,4-Methylenedioxyamphetamine)
RN  - KE1SEN21RM (N-Methyl-3,4-methylenedioxyamphetamine)
SB  - IM
MH  - 3,4-Methylenedioxyamphetamine/*pharmacology
MH  - 3T3 Cells/drug effects/metabolism
MH  - Animals
MH  - Cells, Cultured
MH  - Fibroblasts/drug effects/metabolism
MH  - Hydrolysis/drug effects
MH  - Mice
MH  - N-Methyl-3,4-methylenedioxyamphetamine/*pharmacology
MH  - Phosphatidylinositols/*metabolism
MH  - Receptor, Serotonin, 5-HT2A
MH  - Receptor, Serotonin, 5-HT2C
MH  - Receptors, Serotonin/*drug effects/physiology
MH  - Stereoisomerism
MH  - Structure-Activity Relationship
EDAT- 1994/08/15 00:00
MHDA- 1994/08/15 00:01
CRDT- 1994/08/15 00:00
PHST- 1994/08/15 00:00 [pubmed]
PHST- 1994/08/15 00:01 [medline]
PHST- 1994/08/15 00:00 [entrez]
AID - 0304-3940(94)90057-4 [pii]
AID - 10.1016/0304-3940(94)90057-4 [doi]
PST - ppublish
SO  - Neurosci Lett. 1994 Aug 15;177(1-2):111-5. doi: 10.1016/0304-3940(94)90057-4.