Prenylated C6-C3 compounds from Illicium tashiroi

Prenylated C6–C3compounds from the fruits ofIllicium simonsii

“…In the 1 H NMR spectrum, the coupling constant (J ¼ 7.0 Hz) between H-4 0 and H-5 0 indicated that they were in trans-diaxial disposition in the Haworth projection ( Figure 2), which was further supported by the large coupling constant (J ¼ 19.0 Hz) between H-6 0 a and H-6 0 b [15]. The negative Cotton effect at 320 nm was in agreement with 4R,5S-configuration [5]. Alkaline hydrolysis of 1 afforded (2 )-shikimic acid [14].…”

Prenylated phenylpropanoids with unprecedented skeletons from Illicium burmanicum

“…S23†). 2,7 Thus, the structure of 3 was identified as (4 R ,5 R ,11 S )-2,3-dehydro-4,5-di- O -methyl-12- O -ethyl-illifunone E.…”

“…S23 †). 2,7 Thus, the structure of 3 was identied as (4R,5R,11S)-2,3-dehydro-4,5-di-O-methyl- respectively. Thus, the structure of 4 was identied as 4,5-dimethoxyillicinone G.…”

“…1 Illicium plants are rich sources of structurally diverse sesquiterpenoids, lignans and prenylated phenylpropanoids. [2][3][4][5][6][7][8][9] Plants of the Illicium genus have attracted considerable attention due to their diverse bioactivities such as neurotrophic, 4,[10][11][12][13][14][15][16][17][18][19][20][21][22] neurotoxic, 23 cytotoxic, 24 cancer chemopreventive, 25 anti-inammatory 9,[26][27] and anti-depressant activities. 28 Illicium burmanicum E. H. Wilson (Schisandraceae) is an evergreen tree or shrub distributed in Burma and Yunnan province of China.…”

“…The absolute conguration of 3 was determined to be 4R,5R,11S when compared its CD spectrum with illicinone E and 4-epi-illicinone E-12shikimate at 320 nm(Fig. S23 †) 2,7. Thus, the structure of3 was identied as (4R,5R,11S)-2,3-dehydro-4,5-di-O-methyl-12-Oethyl-illifunone E. Compound 4 was obtained as colorless oil, and its molecular formula of C 16 H 22 O 4 was indicated by HRESIMS at m/z ¼ 279.1597 [M + H] + (calcd 279.1596).…”