By Horace G. Cutler (Eds.)
content material: traditional items and their strength in agriculture : a private assessment / Horace G. Cutler --
Tentoxin : a cyclic tetrapeptide having capability herbicidal utilization / Alan R. Lax and Hurley S. Shepherd --
techniques to structure-function relationships for evidently taking place cyclic peptides : a examine of tentoxin / Judson V. Edwards, Oliver D. Dailey, Jr., John M. Bland, and Horace G. Cutler --
pollutants of phytopathogenic microorganisms : structural range and physiological job / S. Sakamura, A. Ichihara, and T. Yoshihara --
creation of herbicidal and insecticidal metabolites by way of soil microorganisms / R.M. Heisey, S.K. Mishra, A.R. Putnam, J.R. Miller, C.J. Whitenack, J.E. Keller, and J. Huang --
varied yet particular organic actions of 4 typical items from 3 fungi / Horace G. Cutler, Eberhard Ammermann, and James P. Springer --
Avermectins : organic and pesticidal actions / J.R. Babu --
Fungal elicitors of phytoalexins and their strength use in agriculture / Jack D. Paxton --
Endophytic micro organism for the supply of agrochemicals to crops / Jed W. Fahey --
Phenol glycosides in plant safeguard opposed to herbivores / Paul B. Reichardt, Thomas P. Clausen, and John P. Bryant --
Biosynthetic dating between cyanogenic glycosides, glucosinolates, and nitro compounds / Eric E. Conn --
organic results of glucosinolates / F.S. chunk --
clearly taking place carbon-phosphorus compounds as herbicides / Robert E. Hoagland --
Phytochemical inhibitors of velvetleaf (Abutilon theophrasti) germination as types for brand spanking new biorational herbicides / Richard G. Powell and Gayland F. Spencer --
Allelopathy within the Florida scrub group as a version for average herbicide activities / Nikolaus H. Fischer, Nesrin Tanrisever, and G. Bruce Williamson --
Terpenoids as versions for brand new agrochemicals / Stella D. Elakovich --
Chemical and anatomical reaction in Gossypium spp. challenged via Verticillium dahliae / Robert D. Stipanovic, Marshall E. Mace, David W. Altman, and Alois A. Bell --
Mitotic disrupters from larger crops : results on plant cells / Kevin C. Vaughn and Martin A. Vaughan --
Camptothecin and different plant progress regulators in greater crops with antitumor task / J. George Buta and Andrzej Kalinski --
typical items within the look for new agrochemicals / John H. Cardellina, II --
Terpenoids from the genus Artemisia as power insecticides / Stephen O. Duke, Rex N. Paul, Jr., and S. Mark Lee --
Chemistry and organic job of acylnornicotines from Nicotiana repandae / R.F. Severson, R.F. Arrendale, Horace G. Cutler, D. Jones, V.A. Sisson, and M.G. Stephenson --
Allelochemical houses of Nicotiana tabacum leaf floor compounds / D.R. Lawson, D.A. Danehower, D.G. Shilling, M.L. Menetrez, and H.W. Spurr, Jr. --
Plant components as oviposition deterrents to lepidopterous bugs / J.A.A. Renwick --
Plant traditional items as parasitoid cuing brokers / Douglas W. Whitman --
Iridoid glycosides and aglycones as chiral synthons, bioactive compounds, and lepidopteran defenses / Frank R. Stermitz --
Glycosides : the interface among plant secondary and bug basic metabolism / Kevin C. Spencer --
Chemistry and organic job of pentatomoid intercourse pheromones / Jeffrey R. Aldrich --
Dithiopolyacetylenes as power insecticides / Eloy Rodriguez --
Biocidal and deterrent actions of nitrogen heterocycles produced through venomous myrmicine ants / Murray S. Blum --
preserving vegetation and natural world with chitin and chitosan / M.L. Bade and R.L. Wick.
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Extra resources for Biologically Active Natural Products. Potential Use in Agriculture
Nat. Acad. Sci. A. 1976. 73, 2245-8. 9. J. Biochim. Biophys. Acta. 1972. 283, 539-542. 10. , Physiol. Plant. 1981, 53, 421-8. 11. , Photoplasma. 1982, 110, 48-53. 12. Vaughn, K. , Physiol. Plant. 1984, 60, 257-61. 13. O. 659-665. 14. , Photosynth. , 1985, 6, 113-20. 15. , Physiol. Plant. 1986, 66, 384-391. 16. , J. Cell. Biol. 1981, 91, 468-78. 17. , Proc. Natl. Acad. Sci. USA. 1987, 84, 3288-92. 18. , Appl. Env. Microbiol. 1986, 51, 368-72. 19. , Z. Allg. , 1983, 23, 50311. 20. , Z. Allg. , 1983.
Allg. , 1983. 23, 549-56. 21. , Ann. Rev. Microbiol. 1987, 41, 259-89. 22. A. Intervirology, 1984, 22, 17-23. 23. S. 24. ; Esser, K. Appl. Microbiol Biotechnol. 1986, 24, 248-52. RECEIVED May 26, 1988 Physiol. Plant. 1988, 72, Genetics. 1987, 116; S29. Chapter 3 Approaches to Structure—Function Relationships for Naturally Occurring Cyclic Peptides A Study of Tentoxin 1 1 1 Judson V. Edwards , Oliver D. Dailey, Jr. , John M . Bland , and Horace G. S. Department of Agriculture, New Orleans, LA 70179 Richard B.
Attempts t o prepare 6 from 3 and 5 by t h e mixed a n h y d r i d e method (35) gave poor (25% o r l e s s ) . S e l e c t i v e s a p o n i f i c a t i o n of 6 a f f o r d e d t h e a c i d 7 i n 94% y i e l d . Treatment of 7 w i t h excess a c e t i c anhydride i n t h e presence of sodium a c e t a t e (35) e f f e c t e d s t e r e o s e l e c t i v e d e h y d r a t i o n forming t h e a z l a c t o n e of t-BuO-R,S-mLeu-A Phe (8) i s o l a t e d i n 96% y i e l d as a yellow o i l . R e a c t i o n o f 8 w i t h a 20% excess of t h e d i p e p t i d e H-Gly-Ala-OMe (prepared as shown i n Scheme 3) i n r e f l u x i n g e t h y l a c e t a t e f u r n i s h e d t h e t e t r a p e p t i d e t-BuO-R,S-mLeu-A Phe-Gly-Ala-OMe 9.