nps Natural Product Sciences Natural Product Sciences 1226-3907 2288-9027 The Korean Society of Pharmacognosy 10.20307/nps.2016.22.2.129 nps-22-129 Original Article Chemical Constituents from Buddleja officinalis and Their Inhibitory Effects on Nitric Oxide Production Park Tae Wook Lee Chul Lee Jin Woo Jang Hari Jin Qinghao Lee Mi Kyeong Hwang Bang Yeon ∗ College of Pharmacy, Chungbuk National University, Cheongju 28644, Korea Author for correspondence Bang Yeon Hwang, ollege of Pharmacy, Chungbuk National University, Cheongju 28644, Korea Tel: +82-43-261-2814; E-mail: byhwang@chungbuk.ac.kr 122016 17122016 222 129133 29122015 28012016 28012016 Copyright © 2016 The Korean Society of Pharmacognosy 2016 This is an Open Access article distributed under the terms of the Creative Commons Attribution Non-Commercial License (http://creativecommons.org/licenses/by-nc/3.0) which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited. Abstract

Bioactivity-guided fractionation of a methanolic extract of Buddleja officinalis led to the isolation of two monoterpenes, crocusatin M (1), crocusatin C (2), a flavonoid, acacetin (3), three lignans, lariciresinol (4), pinoresinol (5), and syringaresinol (6), and two triterpenoidal saponins, mimengoside B (7) and songarosaponin A (8). The structures of isolates were identified based on 1D-, 2D-NMR, and MS data analysis. All isolates were tested for their inhibition on LPS-induced NO production in RAW 264.7 cells. As a result, mimengoside B (7) and songarosaponin A (8) showed a mild inhibitory activity of NO production.

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Structures of 1–8 isolated from B. officinalis.

13 C NMR data of compounds 7 and 8 (δ in ppm, 125MHz, CD3 OD)a

Position 7 8 position 7 8
1 40.6 39.6 Fuc 1 104.5 105.3
2 26.6 27.0 2 76.7 77.3
3 84.2 86.2 3 85.5 84.9
4 44.3 44.9 4 72.2 72.9
5 49.7 49.2 5 71.2 71.8
6 17.8 17.8 6 17.7 17.4
7 33.5 31.3 Glc 1 105.0 105.7
8 42.8 41.4 2 75.2 75.3
9 54.1 56.2 3 79.2 79.8
10 37.9 36.5 4 72.1 72.8
11 76.2 127.7 5 76.6 76.9
12 122.7 127.0 6 61.6 62.2
13 150.5 138.1 Glc' 1 103.4 104.0
14 44.4 43.9 2 76.2 76.0
15 33.6 32.4 3 77.5 77.3
16 22.7 25.3 4 78.2 78.8
17 38.7 42.0 5 75.9 76.6
18 43.3 136.5 6 63.4 64.1
19 47.4 37.9 Rha 1 102.7 103.4
20 32.0 33.3 2 72.6 73.2
21 31.7 34.2 3 72.3 73.0
22 26.7 30.2 4 73.6 74.3
23 64.6 64.2 5 70.5 71.2
24 13.0 13.2 6 18.6 18.4
25 16.7 18.4      
26 18.8 19.4      
27 25.5 19.4      
28 69.6 65.1      
29 35.1 34.2      
30 23.8 24.5      
-OCH3 53.2        

The assignments were based on 1H-1H COSY, HMQC, and HMBC experiments.

Inhibitory effects of compounds 1–8 on LPS-induced NO production

compound IC50 (μ M)a
crocusatin M (1) >50
crocusatin C (2) >50
acacetin (3) >50
lariciresinol (4) >50
pinoresinol (5) >50
syringaresinol (6) >50
mimengoside B (7) 22.1 ± 0.8
songarosaponin A (8) 25.6 ± 1.0
aminoguanidineb 17.5 ± 0.7

Results are expressed as means ± SD from triplicate experiments.

Positive control.