[논문]Antitumor Activity of Pulsatilla koreana Saponins and Their Structure–Activity Relationship

Bang, Seong-Cheol; Lee, Ji-Hyun; Song, Gyu-Yong; Kim, Dong-Hee; Yoon, Mi-Young; Ahn, Byung-Zun

doi:10.1248/cpb.53.1451

Antitumor Activity of Pulsatilla koreana Saponins and Their Structure–Activity Relationship 원문보기

Chemical & pharmaceutical bulletin, v.53 no.11, 2005년, pp.1451 - 1454

Bang, Seong-Cheol (SB Pharmaceutical Co.) , Lee, Ji-Hyun (SB Pharmaceutical Co.) , Song, Gyu-Yong (College of Pharmacy, Chungnam National University, Korea) , Kim, Dong-Hee (Department of Pathology, College of Oriental Medicine, Daejeon University) , Yoon, Mi-Young (Department of Pathology, College of Oriental Medicine, Daejeon University) , Ahn, Byung-Zun (SB Pharmaceutical Co.)

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Seventeen saponins isolated from the root of Pulsatilla koreana were examined for their in vitro cytotoxic activity against the human solid cancer cell lines, A-549, SK-OV-3, SK-MEL-2, and HCT15, using the SRB assay method, and their in vivo antitumor activity using BDF1 mice bearing Lewis lung carcinoma (LLC). The saponins 5—17, with a free acidic functional group at C-28 of aglycon, exhibited moderate to considerable cytotoxic activity, however, the saponins 1—4, esterified with a trisaccharide at C-28 of aglycon, did not exhibit cytotoxic activity (ED50; >300 μM). Among them, oleanolic acid 3-O-α-L-rhamnopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→4)]-α-L-arabinopyranoside (10) exhibited the most potent cytotoxic activity (ED50; 2.56, 2.31, 1.57, 8.36 μM, respectively). In vivo test, hederagenin 3-O-α-L-rhamnopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→4)]-α-L-arabinopyranoside (6, Inhibition Ratio, IR; 66.9%) exhibited more potent antitumor activity than taxol (IR; 35.8%) and doxorubicin (IR; 62.1%). Also, hedragenin 3-O-β-D-glucopyranosyl-(1→4)-O-β-D-glucopyranosyl-(1→3)-O-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranoside (17, IR; 50.3%) exhibited potent antitumor activity. These two saponins were identically comprised of a hederagenin aglycon moiety and a sugar sequence O-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranoside at C-3 of the hederagenin, suggesting that the two elements are essential factors for the antitumor activity.

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Antitumor Activity of Pulsatilla koreana Saponins and Their Structure–Activity Relationship 원문보기

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