PMID- 28109818
OWN - NLM
STAT- MEDLINE
DCOM- 20170601
LR  - 20180104
IS  - 1096-0333 (Electronic)
IS  - 0041-008X (Linking)
VI  - 318
DP  - 2017 Mar 1
TI  - Identification of a compound isolated from German chamomile (Matricaria 
      chamomilla) with dermal sensitization potential.
PG  - 16-22
LID - S0041-008X(17)30029-7 [pii]
LID - 10.1016/j.taap.2017.01.009 [doi]
AB  - German chamomile is one of the most popular herbal ingredients used in cosmetics 
      and personal care products. Allergic skin reactions following topical application 
      of German chamomile have been occasionally reported, although it is not fully 
      understood which of the chemical constituents is responsible for this adverse 
      effect. In the present work, three candidate sensitizers were isolated from 
      German chamomile based on activity-guided fractionation of chamomile extracts 
      tested using the in vitro KeratinoSens assay. The compounds were identified as 
      the polyacetylene tonghaosu (1), and both trans- and cis-glucomethoxycinnamic 
      acids (2 and 3). These three compounds were classified as non- to weakly reactive 
      using in chemico methods; however, aged tonghaosu was found to be more reactive 
      when compared to freshly isolated tonghaosu. The polyacetylene (1) constituent 
      was determined to be chemically unstable, generating a small electrophilic 
      spirolactone, 1,6-dioxaspiro[4.4]non-3-en-2-one (4), upon aging. This small 
      lactone (4) was strongly reactive in both in chemico HTS- and NMR-DCYA methods 
      and further confirmed as a potential skin sensitizer by Local Lymph Node Assay 
      (LLNA).
CI  - Copyright (c) 2017 Elsevier Inc. All rights reserved.
FAU - Avonto, Cristina
AU  - Avonto C
AD  - National Center for Natural Products Research, Research Institute of 
      Pharmaceutical Sciences, School of Pharmacy, The University of Mississippi, MS 
      38677, United States.
FAU - Rua, Diego
AU  - Rua D
AD  - The Center for Food Safety and Applied Nutrition, US Food and Drug 
      Administration, College Park, MD 20740, United States.
FAU - Lasonkar, Pradeep B
AU  - Lasonkar PB
AD  - National Center for Natural Products Research, Research Institute of 
      Pharmaceutical Sciences, School of Pharmacy, The University of Mississippi, MS 
      38677, United States.
FAU - Chittiboyina, Amar G
AU  - Chittiboyina AG
AD  - National Center for Natural Products Research, Research Institute of 
      Pharmaceutical Sciences, School of Pharmacy, The University of Mississippi, MS 
      38677, United States.
FAU - Khan, Ikhlas A
AU  - Khan IA
AD  - National Center for Natural Products Research, Research Institute of 
      Pharmaceutical Sciences, School of Pharmacy, The University of Mississippi, MS 
      38677, United States; Division of Pharmacognosy, Department of BioMolecular 
      Sciences, School of Pharmacy, The University of Mississippi, MS 38677, United 
      States. Electronic address: ikhan@olemiss.edu.
LA  - eng
PT  - Journal Article
PT  - Research Support, U.S. Gov't, P.H.S.
DEP - 20170119
PL  - United States
TA  - Toxicol Appl Pharmacol
JT  - Toxicology and applied pharmacology
JID - 0416575
RN  - 0 (Plant Extracts)
SB  - IM
MH  - Administration, Cutaneous
MH  - Animals
MH  - Cell Proliferation/drug effects/physiology
MH  - Chamomile/toxicity
MH  - Female
MH  - *Flowers
MH  - Matricaria/*toxicity
MH  - Mice
MH  - Plant Extracts/chemistry/*isolation & purification/*toxicity
MH  - Skin/*drug effects/metabolism
MH  - Skin Tests/methods
OTO - NOTNLM
OT  - DCYA
OT  - German chamomile
OT  - LLNA
OT  - Skin sensitization
OT  - in chemico methods
EDAT- 2017/01/23 06:00
MHDA- 2017/06/02 06:00
CRDT- 2017/01/23 06:00
PHST- 2016/08/04 00:00 [received]
PHST- 2017/01/13 00:00 [revised]
PHST- 2017/01/18 00:00 [accepted]
PHST- 2017/01/23 06:00 [pubmed]
PHST- 2017/06/02 06:00 [medline]
PHST- 2017/01/23 06:00 [entrez]
AID - S0041-008X(17)30029-7 [pii]
AID - 10.1016/j.taap.2017.01.009 [doi]
PST - ppublish
SO  - Toxicol Appl Pharmacol. 2017 Mar 1;318:16-22. doi: 10.1016/j.taap.2017.01.009. 
      Epub 2017 Jan 19.