Identification of a compound isolated from German chamomile (Matricaria chamomilla) with dermal sensitization potential

被引：25

作者：

Avonto, Cristina ^{[1
]}

Rua, Diego ^{[2
]}

Lasonkar, Pradeep B. ^{[1
]}

Chittiboyina, Amar G. ^{[1
]}

Khan, Ikhlas A. ^{[1
,3
]}

机构：

[1] Univ Mississippi, Sch Pharm, Pharmaceut Sci Res Inst, Natl Ctr Nat Prod Res, University, MS 38677 USA

[2] US FDA, Ctr Food Safety & Appl Nutr, College Pk, MD 20740 USA

[3] Univ Mississippi, Sch Pharm, Dept BioMol Sci, Div Phamacognosy, University, MS 38677 USA

来源：

TOXICOLOGY AND APPLIED PHARMACOLOGY | 2017年 / 318卷

关键词：

German chamomile; Skin sensitization; in chemico methods; DCYA; LLNA; ALLERGIC CONTACT-DERMATITIS; SESQUITERPENE LACTONE MIX; LYMPH-NODE ASSAY; SKIN SENSITIZERS; CLASSIFICATION; URTICARIA; FLOWERS; REACTIVITY; EXTRACTS; PLANTS;

D O I：

10.1016/j.taap.2017.01.009

中图分类号：

R9 [药学];

学科分类号：

1007 ;

摘要：

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(Tm) 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 HIS-and NMR-DCYA methods and further confirmed as a potential skin sensitizer by Local Lymph Node Assay (LLNA). (C) 2017 Elsevier Inc. All rights reserved.

引用

页码：16 / 22

页数：7

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