Synthesis and Insecticidal Activity of Ureas and Amides with Bicyclic Monoterpenyl Derivatives (Mites)

Nomura, Masato; Kasemura, Kazuo; Obana, Mitsuhiko; Sakurano, Masaru; Fujihara, Yoshihito

doi:10.5650/jos1996.47.1241

Cited by 3 publications

(2 citation statements)

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“…585 The carane derivatives 485 and 486 have been found to possess acaracidal activity greater than that of N,N-diethyl-m-toluamide (DEET) against the mites Tyrophagus putrescentiae and Dermatophagoides farinae. 586 The aldehyde 487 has been converted via the Wittig product 488 into the chiral tetrahydronaphthalene derivative 489. 587 Solvolysis in methanol of the dibromocarbene adduct 490 leads to a mixture of the three vinylic bromides 491-493.…”

Section: Caranesmentioning

confidence: 99%

Monoterpenoids (mid-1997 to mid-1999)

Grayson

2000

Nat. Prod. Rep.

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In situ RNA hybridization and immunocytochemistry were used to establish the cellular distribution of monoterpenoid indole alkaloid biosynthesis in Madagascar periwinkle (Catharanthus roseus). Tryptophan decarboxylase (TDC) and strictosidine synthase (STR1), which are involved in the biosynthesis of the central intermediate strictosidine, and desacetoxyvindoline 4-hydroxylase (D4H) and deacetylvindoline 4-O-acetyltransferase (DAT), which are involved in the terminal steps of vindoline biosynthesis, were localized. tdc and str1 mRNAs were present in the epidermis of stems, leaves, and flower buds, whereas they appeared in most protoderm and cortical cells around the apical meristem of root tips. In marked contrast, d4h and dat mRNAs were associated with the laticifer and idioblast cells of leaves, stems, and flower buds. Immunocytochemical localization for TDC, D4H, and DAT proteins confirmed the differential localiza-tion of early and late stages of vindoline biosynthesis. Therefore, we concluded that the elaboration of the major leaf al-kaloids involves the participation of at least two cell types and requires the intercellular translocation of a pathway intermediate. A basipetal gradient of expression in maturing leaves also was shown for all four genes by in situ RNA hy-bridization studies and by complementary studies with dissected leaves, suggesting that expression of the vindoline pathway occurs transiently during early leaf development. These results partially explain why attempts to produce vin-doline by cell culture technology have failed. INTRODUCTION The organs forming the plant body consist of several different cell types that are organized in relation to each other and that confer specific functions to the resulting organ. Each cell type emerges from an undifferentiated meristem according to a sophisticated and partially understood developmental program (Sylvester et al., 1996; von Arnim and Deng, 1996). The commitment to differentiate into specialized structures involves the perception by cells in the meristem of a complex array of signals, which communicate cellular age, position in relation to other cells, and hormonal balance. Environmental factors, such as light and temperature, also play a critical role in modulating these signals throughout the process of organogenesis (Bernier, 1988; Dale, 1988; Sylvester et al., 1996). In addition to morphogenesis, developmental processes result in biochemical specialization of cells for the biosyn-thesis and/or accumulation of secondary metabolites, such as phenylpropanoids (Ibrahim et al.

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Section: Caranesmentioning

confidence: 99%

Monoterpenoids (mid-1997 to mid-1999)

Grayson

2000

Nat. Prod. Rep.

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“…(C (2') ), 142.27 (C (2) ), 137.61 (C (1) ), 128.15 (C (3') ), 116.46 (C (5') ), 109.07 (C (9) ), 39.83 (C (4) ), 31.30 (C (5) ), 26.88 (C (3) ), 24.64 (C (6) ), 22.90 (C (8) ), 20.65 (C (7') ), 10 (10) ), 162.57 (C (2') ), 161.42 (C (6') ), 141.27 (C (4) ), 138.26 (C (3) ), 101.24 (C (5') ), 100.48 (C (3') ), 41.08 (C (1) ), 39.93 (C (5) ), 37.67 (C (6) ), 32.54 (C (9) ), 31.21 (C (2) ), 25.67 (C (8) ), 20.92 (C (9) ), 20.06 (C (7') (C (4') ), 162.59 (C (6') ), 162.32 (C (10) ), 153.72 (C (2') ), 139.66 (C (3) ), 138.17 (C (2) ), 137.70 (C (3') ), 116.45 (C (5') ), 41.22 (C (5) ), 40.06 (C (1) ), 37.73 (C (6) ), 32.40 (C (4) ), 31.15 (C (9) ), 25.75 (C (8) ), 22.20 (C (7) ), 20.84 (C (7') ), 10.74 (C (8') ). (10) ), 158.53 (C (6') ), 153.67 (C (3) ), 147.34 (C (2')' ), 138.61 (C (3') ), 121.38 (C (4) ), 116.54 (C (5') ), 46.81 (C (2) ), 46.02 (C (1) ), 35.41 (C (9) ), 34.70 (C (5) ), 25.53 (C (7) ), 19.94 (C (8) ), 14.99 (C (6) ), 12.62 (C …”

Section: Synthesis and Physiological Activities Of Monoterpenyl Derivmentioning

confidence: 99%