Caffeic acid phenethyl ester
Phenylethyl caffeate; Phenethyl caffeate; Caffeic acid 2-phenylethyl ester; β-Phenylethyl caffeate
Molecular formula C
17H 16O 4
Molar mass 284.31 g mol
Except where noted otherwise, data are given for materials in their
standard state (at 25 °C (77 °F), 100 kPa)
Caffeic acid phenethyl ester ( CAPE) is a natural phenolic chemical compound. It is the ester of caffeic acid and phenethyl alcohol.
Natural occurrences [ edit ]
CAPE is found in a variety of plants. It is also a component of
propolis from honeybee hives. [1 ]
Health effects [ edit ]
A variety of
pharmacology for CAPE has been reported. A study using CAPE showed a positive effect on reducing in vitro carcinogenic incidence. It is known to have antimitogenic, anticarcinogenic, anti-inflammatory, and immunomodulatory properties in vitro. Another study also showed that CAPE suppresses [2 ] acute immune and inflammatory responses and holds promise for therapeutic uses to reduce inflammation. This anti-cancer effect was also seen when mice skin was treated with bee propolis and exposed to [3 ] TPA, a chemical that induced skin papillomas. CAPE significantly reduced the number of papillomas. [4 ] [5 ]
References [ edit ]
^ Demestre M, Messerli SM, Celli N et al. (August 2008). "CAPE (caffeic acid phenethyl ester)-based propolis extract (Bio 30) suppresses the growth of human neurofibromatosis (NF) tumor xenografts in mice". Phytother Res 23 (2): 226–30. doi: 10.1002/ptr.2594. PMID 18726924.
^ Natarajan K, Singh S, Burke TR, Grunberger D, Aggarwal BB (August 1996). "Caffeic acid phenethyl ester is a potent and specific inhibitor of activation of nuclear transcription factor NF-kappa B". Proc. Natl. Acad. Sci. U.S.A. 93 (17): 9090–5. doi: 10.1073/pnas.93.17.9090. PMC 38600. PMID 8799159.
^ Orban Z, Mitsiades N, Burke TR, Tsokos M, Chrousos GP (2000). "Caffeic acid phenethyl ester induces leukocyte apoptosis, modulates nuclear factor-kappa B and suppresses acute inflammation". Neuroimmunomodulation 7 (2): 99–105. doi: 10.1159/000026427. PMID 10686520.
^ Huang MT, Ma W, Yen P et al. (April 1996). "Inhibitory effects of caffeic acid phenethyl ester (CAPE) on 12-O-tetradecanoylphorbol-13-acetate-induced tumor promotion in mouse skin and the synthesis of DNA, RNA and protein in HeLa cells". Carcinogenesis 17 (4): 761–5. doi: 10.1093/carcin/17.4.761. PMID 8625488.
^ Huang MT, Smart RC, Wong CQ, Conney AH (November 1988). "Inhibitory effect of curcumin, chlorogenic acid, caffeic acid, and ferulic acid on tumor promotion in mouse skin by 12-O-tetradecanoylphorbol-13-acetate". Cancer Res. 48 (21): 5941–6. PMID 3139287.
Tartaric acid esters
with caffeic acid
Caffeoyl phenylethanoid glycoside
Calceolarioside A, B, C and F
Chiritoside A, B and C
Cistanoside A, B, C, D, E, F, G an H
Verbascoside ( Isoverbascoside, 2'-Acetylverbascoside)
Diferulic acids (DiFA) : 5,5'-Diferulic acid, 8-O-4'-Diferulic acid, 8,5'-Diferulic acid, 8,5'-DiFA (DC), 8,5'-DiFA (BF), 8,8'-Diferulic acid
Conjugates with coenzyme A