‘Prenigroxanthin’ [(all- E ,3 R ,3′ S ,6′ S )-β,γ-carotene-3,3′,6′-triol], a novel carotenoid from red paprika ( Capsicum annuum )

Author:

Deli József,Molnár Péter,Matus Zoltán,Tóth Gyula,Traber Bruno,Pfander Hanspeter

Publisher

Elsevier BV

Subject

Organic Chemistry,Drug Discovery,Biochemistry

Reference9 articles.

1. Cycloviolaxanthin (= (3S,5R,6R,3′S,5′R,6′R)-3,6:3′,6′-Diepoxy-5,6,5′,6′-tetrahydro-β,β-carotin-5,5′-diol), ein neues Carotinoid aus Paprika (Capsicum annuum)

2. Reisolation of Carotenoid 3,6-Epoxides from Red Paprika (Capsicum annuum)

3. Isolation of Carotenoids with 3,5,6-Trihydroxy-5,6-dihydro-β-end Groups from Red Paprika (Capsicum annuum)

4. 1H NMR (400 MHz, CDCl3) δ (ppm): 1.08 (s, 6H, CH3(16,17)), 1.16 (s, 3H, CH3(16′)), 1.31 (s, 3H, CH3(17′)), 1.49 (ψt, J=12.4 Hz, 1H, H-2ax), 1.74 (s, 3H, CH3(18)), 1.78 (ddd, J=12.1, 3.2, 2.1 Hz, 1H, H-2eq), 1.84 (dd, J=13.5, 10.2 Hz, 1H, H-2′ax), 1.96 (dd, J=13.5, 4.7 Hz, 1H, H-2′eq), 1.99 (s, 12H, CH3(19,20,19′,20′)), 2.05 (dd, J=15.7, 9.7 Hz, 1H, H-4eq), 2.38 (ddd, J=15.7, 6.2, 3.2 Hz, 1H, H-4ax), 2.40 (dd, J=13.1, 9.3, 1H, H-4′ax), 2.64 (ddd, J=13.1, 5.0, 1.5 Hz, 1H, H-4′eq), 4.0 (m, 1H, H-3), 4.22 (m, 1H, H-3′), 4.85 (s, 1H, Hb-18′), 4.97 (s, 1H, Ha-18′), 6.10 (d, J=18.7 Hz, 1H, H-7), 6.15 (d, J=15.6 Hz, 1H, H-7′), 6.16 (d, J=18.7 Hz, 1H, H-8), 6.16 (d, J=11.5 Hz, 1H, H-10), 6.19 (d, J=11.5 Hz, 1H, H-10′), 6.26 (d, J=15.6 Hz, 1H, H-8′), 6.26 (AB spin system, 1H, H-14), 6.27 (AB spin system, 1H, H-14′), 6.36 (d, J=15.0 Hz, 2H, H-12,12′), 6.62 (AB spin system, 1H, H-15′), 6.64 (dd, J=15.0, 11.5 Hz, 2H, H-11,11′), 6.64 (AB spin system, 1H, H-15).

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