Intercalation of Anticancer Agent Cytarabine and Its Related Compounds intoγ-Titanium Phosphate

Mayumi Danjo; Yukari Mizuguchi; Yukari Yagita; Kazuyo Kakiguchi; Tomomi Yanagida; Mitsutomo Tsuhako

doi:10.1246/bcsj.70.3011

Intercalation of Anticancer Agent Cytarabine and Its Related Compounds intoγ-Titanium Phosphate

Bulletin of the Chemical Society of Japan ◽

10.1246/bcsj.70.3011 ◽

1997 ◽

Vol 70 (12) ◽

pp. 3011-3015 ◽

Cited By ~ 3

Author(s):

Mayumi Danjo ◽

Yukari Mizuguchi ◽

Yukari Yagita ◽

Kazuyo Kakiguchi ◽

Tomomi Yanagida ◽

...

Keyword(s):

Anticancer Agent ◽

Titanium Phosphate ◽

Related Compounds

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Nucleic acid related compounds. 35. Synthesis of 5-bromo- and 5-deuterio-3-deazauridine

Canadian Journal of Chemistry ◽

10.1139/v81-498 ◽

1981 ◽

Vol 59 (24) ◽

pp. 3356-3359 ◽

Cited By ~ 6

Author(s):

Morris J. Robins ◽

Chisato Kaneko ◽

Masakatsu Kaneko

Keyword(s):

Nucleic Acid ◽

Anticancer Agent ◽

Clinical Implications ◽

Catalytic Hydrogenolysis ◽

Related Compounds

Bromination of 3-deazauracil (4-hydroxy-2-pyridinone) (1) gave the 3,5-dibromo compound (2). Selective debromination of 2 gave 5-bromo-4-hydroxy-2-pyridinone (3). Trimethylsilylation of 3 and condensation of the product (4) in situ with tetra-O-acetyl-β-D-ribofuranose (5) using tin(IV) chloride as catalyst gave 1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-5-bromo-4-hydroxy-2-pyridinone (7). Deprotection of 7 gave 5-bromo-3-deazauridine (6). Catalytic hydrogenolysis of 7 gave 3-deazauridine triacetate (8a) and deuteriolysis gave the 5-deuterio product (8b). Deprotection of 8b gave the isotope-labeled anticancer agent, 5-deuterio-3-deazauridine (9). Biochemical and clinical implications are discussed.

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Anticancer agent-based marine natural products and related compounds

Journal of Asian Natural Products Research ◽

10.1080/10286020.2014.996140 ◽

2015 ◽

Vol 17 (2) ◽

pp. 199-216 ◽

Cited By ~ 18

Author(s):

Jian-Wei Chen ◽

Qi-Hao Wu ◽

David C. Rowley ◽

Ammar M.Q. Al-Kareef ◽

Hong Wang

Keyword(s):

Natural Products ◽

Marine Natural Products ◽

Anticancer Agent ◽

Agent Based ◽

Related Compounds

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Structures and Biological Activities of Plant Glycosides: Cholestane Glycosides from Ornithogalum Saundersiae, O. Thyrsoides and Galtonia Candicans, and Their Cytotoxic and Antitumor Activities

Natural Product Communications ◽

10.1177/1934578x0600100312 ◽

2006 ◽

Vol 1 (3) ◽

pp. 1934578X0600100

Author(s):

Yoshihiro Mimaki

Keyword(s):

Anticancer Agent ◽

Biological Activities ◽

Leukemia Cells ◽

Side Chain ◽

Antitumor Activities ◽

Structure Activity ◽

Fractionation Procedure ◽

Related Compounds

Systematic phytochemical screening of higher pants using a cytotoxicity-guided fractionation procedure resulted in the isolation from the bulbs of Ornithogalum saundersiae (Liliaceae) an acylated cholestane diglycoside, 17α-hydroxy-16β-[(O-(2-O-p-methoxybenzoyl-β-D-xylopyranosyl)-(1→3)-2-O-acetyl-α-L-arabinopyranosyl)oxy]cholest-5-en-22-one, tentatively named OSW-1. In vitro cytotoxic and in vivo antitumor screening of OSW-1 revealed that it is a possible candidate as a novel anticancer agent. Furthermore, more than 20 OSW-1-related compounds were isolated, not only from the bulbs of O. saundersiae, but also from those of O. thyrsoides and Galtonia candicans, which are taxonomically related to O. saundersiae. In vitro cytotoxic evaluation of all the isolated compounds and their semi-synthetic analogues allowed the structure-activity relationships of the OSW-1 derivatives to be established. In addition, these three plants were found to produce a series of novel cholestane glycosides with a new rearranged side-chain moiety, 24(23→22)abeo-cholestane, some of which showed potent cytotoxic activity against HL-60 leukemia cells.

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