A novel 3α-p-Nitrobenzoylmultiflora-7:9(11)-diene-29-benzoate and two new triterpenoids from the seeds of zucchini (Cucurbita pepo L)

Reiko Tanaka; Takashi Kikuchi; Saori Nakasuji; Yasuhiro Ue; Daisuke Shuto; Keishi Igarashi; Rina Okada; Takeshi Yamada

doi:10.3390/molecules18077448

A novel 3α-p-Nitrobenzoylmultiflora-7:9(11)-diene-29-benzoate and two new triterpenoids from the seeds of zucchini (Cucurbita pepo L)

Molecules. 2013 Jun 26;18(7):7448-59. doi: 10.3390/molecules18077448.

Authors

Reiko Tanaka¹, Takashi Kikuchi, Saori Nakasuji, Yasuhiro Ue, Daisuke Shuto, Keishi Igarashi, Rina Okada, Takeshi Yamada

Affiliation

¹ Laboratory of Medicinal Chemistry, Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, Japan. tanakar@gly.oups.ac.jp

Abstract

Three novel multiflorane-type triterpenoids, 3α-p-nitrobenzoylmultiflora-7:9(11)-diene-29-benzoate (1), 3α-acetoxymultiflora-7:9(11)-diene-29-benzoate (2), and 3α-acetoxymultiflora-5(6):7:9(11)-triene-29-benzoate (3), along with two known related compounds 4 and 5 were isolated from the seeds of zucchini (Cucurbita pepo L). Their structures were determined on the basis of 1D and 2D NMR spectroscopy and HREIMS. Triterpenoids possessing a nitro group were not isolated previously.

MeSH terms

Animals
Cell Line, Tumor
Cell Proliferation / drug effects
Cucurbita / cytology
Cucurbita / metabolism*
Drug Discovery
Drug Screening Assays, Antitumor
HL-60 Cells
Humans
Leukemia P388
Melanoma, Experimental / drug therapy
Mice
Neoplasms / drug therapy*
Plant Extracts
Seeds / chemistry*
Seeds / cytology
Triterpenes / chemistry
Triterpenes / isolation & purification
Triterpenes / pharmacology*

Substances

3alpha-p-nitrobenzoylmultiflora-7:9(11)-diene-29-benzoate
Plant Extracts
Triterpenes