Biological and pharmacological significance of the expanded S-outer shell in electron transfer reactions

Zusammenfassung Die Dihydrosulfoxidgruppe wird als potentielle Wirkungsgruppe für die Photolyse von Wasser zur Diskussion gestellt. Die Möglichkeiten der Elektronenübertragung von Cytochromdihydrosulfoxid werden erwogen.

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The author received the primary inspiration for this study during a Research Fellowship with Dr.M. Calvin of the Lawrence Radiation Laboratory at the University of California in Berkeley. Further assistance of Dr.J. A. Bassham of the Berkeley Group is appreciated. Thanks are also due to Drs.L. A. Strait, L. D. Tuck, andE. C. Jorgensen of the School of Pharmacy at the U.C. Medical Center, San Francisco, for discussions and assistance during the writing of this paper.     

PcF protein from <Emphasis Type="Italic">Phytophthora cactorum</Emphasis> and its recombinant homologue elicit phenylalanine ammonia lyase activation in tomato

The phytotoxic protein PcF (Phytophthora cactorum-Fragaria) is a 5.6-kDa cysteine-rich, hydroxyproline- containing protein that is secreted in limited amounts by P. cactorum, an oomycete pathogen of tomato, strawberry and other relevant crop plants. Although we have shown that pure PcF triggers plant reactivity, its mechanism of action is not yet understood. Here we show that PcF, like other known fungal protein elicitors involved in pathogen-plant interaction, stimulates the activity of the defense enzyme phenylalanine ammonia a key step in understanding the mechanism of action of PcF at a molecular level is knowledge of its three-dimensional structure, we overexpressed this protein extracellularly in Pichia pastoris. The preliminary structural and functional characterization of a recombinant PcF homologue, N4-rPcF, is reported. Interestingly, although N4-rPcF is devoid of proline hydroxylation and has four additional amino acid residues attached to its N terminus, its secondary structure and biological activity are indistinguishable from wild-type PcF.Received 22 February 2003; received after revision 25 March 2003; accepted 14 April 2003     

Antiviral substances in starfish

Zusammenfassung Eine Gruppe von teilweise chemisch charakterisierten Verbindungen, welche die Vermehrung des Influenza-Virus in Huhnembryo-Test verhindern, wurde aus den SeesternenAsterias forbesi, Asterias pectinifera undAcanthaster planci isoliert.

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This research was supported by the N.S.F. Sea-Grant Program. The author thanks Dr.H. W. Younken Jr. and Dr.L. R. Worthen for their encouragement and suggestions throughout this work. Thanks are also due to Dr.Hashimoto, Tokyo University, and Dr.Yasumoto, Tohoku University, for the specimen ofAsterina pectinifera, and Dr.B. M. Branham, University of Hawaii, forAcanthaster planci sample. The antiviral test was carried out by Dr.O. Liu, Northeast Shellfish Sanitation Research Center, D. H. E. W., Narragansett, Rhode Island, to whome the author expresses his sincere gratitude.     

Cornea regeneration in the Pacific giant octopus,Octopus dofleini,and the common octopus,O. vulgaris

Summary Cornea regeneration in a Pacific giant octopus,Octopus dofleini, occurred within 10 days after the injury was observed. Surgical removal of the cornea in 2 common octopi,O. vulgaris experimentally duplicated this cornea regeneration within a 10-day period. It is, therefore, concluded that besides sucking discs, arms, and nerve fibres, octopi can also regenerated corneal tissue.The authors would like to thank U. E. Friese, B. Borowski, P. Burn, J.W. Atz, G.J. Nelson, H. Feinberg, P. Fenimore, C. Roper, M. Nixon, M. Segalla, G. Clark, D.O. Calligaro, J.M. Anderson and R.J. Koestler for assistance and advice. Illustrations were drawn by G.D. This work was supported by the New York Aquarium of the New York Zoological Society, while G.D. was at the New York Aquarium.     

Butterfly wing antineoplastic agents

Zusammenfassung Eine Voruntersuchung der Insektengruppe Lepidoptera auf anti-tumor-aktive Stoffe führte zu einer detaillierten chemischen Prüfung der aus Asien stammenden SchmetterlingeCatopsilia crocale Cramer (Pieridae) undPieris rapae cruavora. Ein bedeutender Teil der Anti-Tumor-Aktivität scheint ihren Ursprung in der chemischen Substanz Isoxanthopterin zu besitzen.

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The present contribution represents Part XXVII of the series Antineoplastic Agents. For Part XXVI refer toG. R. Pettit, J. F. Day, J. L. Hartwell andH. B. Wood, Nature, Lond.227, 962 (1970).

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This investigation was supported by Public Health Service Research Grants No. CA-10612-01 to No. CA-10612-04 from the National Cancer Institute, and was presented in part at the American Chemical Society Meeting, Washington, D.C., September 1971. We are also grateful to the National Science Foundation for financial assistance (Grant numbers GB-4939 and GB-6979) used in obtaining the Atlas CH-4B and SM-1B mass spectrometers employed in this study.     

Mass spectrometry in structural and stereochemical problems spegazzinine and spegazzinidine

Zusammenfassung Auf Grund von Protonresonanz und massenspektrometrischen Messungen werden die Strukturen III und VII für die Aspidosperma-Alkaloide Spegazzinidin und Spegazzinin vorgeschlagen.

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This paper represents part III. For preceding paper seeB. Gilbert, J. Ferreira, R. J. Owellen, C. E. Swanholm, H. Budzikiewicz, L. J. Durham, andC. Djerassi, Tetrahedron Letters,1962, 59.

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This paper represents Part VI in the La Plata seriesEstudios sobre Plantas; for paper V seeT. Nakano, C. Djerassi, R. A. Corral, andO. O. Orazi, J. org. Chem.26, 1184 (1961).     

Ecdysteroid titers during larval reproduction of the dipteran insectHeteropeza pygmae

Summary Ecdysteroid titers were measured in whole-body extracts of pedogenetically reproducing larvae of the dipteran insectHeteropeza pygmaea and in the dietary fungus. The titers are very low in the first 3 days of larval growth, but increase during the last 2 days. The level of 20-hydroxyecdysone is then significantly higher than that of ecdysone. Measurements of the titers in the fungus gave no conclusive results.Supported by the Swiss National Science Foundation, grants No. 3.218-0.77 to D.F.W. and 3.714-0.80 to B.L. We thank Xiang-Xiong Zhu for help with the RIA and Mrs G. Rhyner for technical assistance. Gifts of ecdysone antiserum from Dr J. D. O'Connor and of 23,24-[³H₂]-ecdysone from Dr J. Koolman are also gratefully acknowledged.     

Pheromone components of the female elephant hawk-moth,Deilephila elpenor,and the silver-striped hawk-moth,Hippotion celerio

By means of gas chromatographic and mass spectroscopic methods, and combined GC-electroantennogram and electrosensillogram techniques, (E)-11-hexadecenal and (10E, 12E)-10,12-hexadecadienal [(E,E)-bombykal is also the main constituent of the pheromone of the silver-striped hawk-mothHippotion celerio. The biological activity of the substances was demonstrated with electroantennogram and single cell recording, and the physiological efficacy of the different hexadecadienal isomers compared.Pheromones, 79; as Pheromones, 78 is taken: Wu, Cai-Hong, and Bestmann, H. J., Chinese Science Bulletin34 (1989) 1475; pheromones, 77: Attygalle, A. B., Steghaus0Kovac, S., Ahmed, V. U., Maschwitz, U., Vostrowsky, Ol, and Bestmann, H. J., Naturwissen-schaften78 (1991) 90.     

Spermatozoid-attracting substance in hermaphrodite brown algae,Pelvetia wrightii andFucus evanescens

Summary A spermatozoid-attracting substance of the hermaphrodite brown algae,Pelvetia wrightii andFucus evanescens, was identified as 1, trans-3, cis-5-octatriene, respectively, by¹H-NMR and¹³C-NMR data and biological activities.Acknowledgments. The authors would like to express their thanks to Mr A. Nishikawa for technical assistance, to Dr M. Abe (Yamagata Univ.) for valuable discussion on biological work and to Prof. Y. Sakai (Hokkaido Univ. Director of the Institute of Algological Research, Muroran) for the facilities during the investigation ofP. wrightii andF. evanescens. Financial support from the Ministry of Education Science, and Culture (Grant-in Aid for Scientific Research No. 556092) is gratefully acknowledged.     

Mating attempts between the Scarlet Tiger Moth,Callimorpha dominula L., and the Cinnabar Moth,Tyria jacobaeae L. (Lepidoptera: Arctiidae), involve a common sex pheromone composition

It has been suggested that a common sex pheromone composition may account for interspecific sexual interactions observed with certain moths in the Arctiidae. In this study, it is demonstrated that the sex pheromones released by females of the Scarlet Tiger Moth,Callimorpha dominula L., and the Cinnabar Moth,Tyria jacobaeae L., have similar activities and elute at the same retention time on analysis by coupled gas chromatography (GC)-electrophysiology with males from each species. Peak enhancement on GC, chiral GC and coupled GC-mass spectrometry using authentic compounds show that the sex pheromone for bothC. dominula andT. jacobaeae is (3Z,6Z,9S,10R)-9,10-epoxyheneicosa-3,6-diene.     

On the conformation of substituted cyclopentanones. Rotatory dispersion and spectral data of some steroidalα-halocyclopentanones

Zusammenfassung Die optische Rotationsdispersion sowie das Infrarotund Ultraviolett-Absorptionsspektrum von mehreren-Bromderivaten der 16-Keto- und 17-Ketosteroide wurde gemessen. Die Schlussfolgerungen aus Rotationsdispersion und Infrarotanalyse stimmen gut überein, es scheint jedoch, dass die Verschiebungen im Ultraviolett zur Bestimmung der Orientierung eines Halogenatoms in-Bromocyclopentanonen nicht in allen Fällen gebraucht werden können.

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Paper XXXV in the seriesOptical Rotatory Dispersion Studies by C. D. For the preceding article seeN. L. Allinger, R. B. Hermann, andC. Djerassi, J. org. Chem., in press.     

Oxygen consumption of genetically obese rats

Zusammenfassung Der Sauerstoffverbrauch genetisch fettleibiger Ratten ist auffallend niedriger als derjenige von Normalratten (littermates), die nach Hypothalamusverletzung fettleibig wurden.

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J.Mayer, R. E.Russell, M. W.Bates and M. M.Dickie, Endocrinology56, 318 (1952).

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The author thanks Dr. E. B.Astwood for his continuing support and encouragement.     

Antihypertensive agents III. Synthesis and antihypertensive activity of 3-[4-(p-fluoro-phenyl)-1,2,3,6-tetrahydro-1-pyridyl]-1-[1-(2-hydroxyethyl)-5-methyl-4-pyrazolyl]-1-propanone

Zusammenfassung 3-[4-(p-Fluorphenyl)-1,2,3,6-te-trahydro-1-pyridyl]-1-[1-(2-hydroxyaethyl)-5-methyl-4-pyrazolyl]-1-propanon (I, CIBA 4416/B-Go) senkt bei normotonischen und hypertonischen Tieren den Blutdruck. Die Drucksenkung kann hauptsächlich auf die periphere Vasodilatation sowie auf die Vasomotorenzentren bezogen werden. Ausserdem wirkt CIBA 4416/B-Go adrenolytisch.

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Previous paper:V. P. Arya, R. S. Grewal, C. L. Kaul, S. P. Ghate, D. V. Mehta andT. George, J. Pharm. Sci.58, 432 (1969).Contribution No. 243 from CIBA Research Centre.     

Antiparasitic agents. 4. Injectable phenylguanidine anthelmintics

Summary A series of phenylguanidine anthelminties has been discovered to be active by injection against nematode and trematode species.For the previous paper in this series, see R. D. Haugwitz, B. V. Maurer, G. A. Jacobs, V. L. Narayanan, L. R. Cruthers and J. Szanto, J. med. Chem.22, 1113 (1979).     

Über die Membransubstanzen vonChlorochytridion tuberculatum W. Vischer

Summary The membrane ofChlorochytridion tuberculatum (nov. gen., nov. spec.) W. Vischer is analyzed by X-ray spectrography. Cellulose, quartz, and calcite are detected. It is remarkable that quartz, which does not crystallize under physiological conditionsin vitro, is formed in the cell wall ofChlorochytridion.     

Die Synthese des Novobiocins

Summary The synthesis of the antibiotic novobiocin is described. First the essential carbohydrate, the 3-O-carbamoylnoviose was synthesized fromd-glucose. A number of steps (1–6) led to the 3,5,6-tri-O-benzyl-2-O-methyl-d-galactono--lactone (6) which is characterized by the correct array of carbon atoms inherent to the noviose. Further transformations (7–15) finally yielded the carbohydrate. The problem of glycosidation is discussed in some detail. Glycosidation of a suitable aglycon precursor (18) with 2,3-O-carbonyl--noviosyl-chloride (22) proved possible and led to the isolation of an-glycoside (23) which was further transformed (24–28) into novobiocin.

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Chemische Forschungsabteilung der F. Hoffmann-La Roche & Co. AG, Basel.

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Vortrag Dr.B. P. Vaterlaus, gehalten an der Gordon Research Conference on Steroids and other Natural Products, 16.–20. Juli 1962, New Hampton, N.H., USA, und vor der Basler Chemischen Gesellschaft, 8. November 1962. Im Auszug:H. Spiegelberg,Synthèse du 3-O-carbamoylnoviose, sucre de la novobiocine, Symposium international de chimie organique, Bruxelles, 15. Juni 1962;J. Kiss,The Synthesis of Noviose and Allied Compounds, Birkbeck College (Univ. London), 23. Oktober 1962. Der vorliegende Aufsatz ist Gegenstand von Detailpublikationen in den Helv. chim. Acta, in Vorbereitung (1963).     

Chromosomal findings on eight species of EuropeanCryptocephalus

Summary Chromosome studies on 8 species of EuropeanCryptocephalus; C. aureolus Suffr.,C. capucinus Suffr.,C. globicollis Suffr.,C. hypochoeridis L.,C. moraei L.,C. rugicollis Ol.,C. sexpustulatus Vill., andC. violaceus Laich. have shown an identical karyotypic formula, 14^II+Xy_r, 2n=30. Most species ofCryptocephalus share 2n=30 chromosomes. The only interspecific differences are in the size of bivalents and in the sex-determining systems. The chromosomal interrelationships ofCryptocephalus with other allied groups are also discussed.     

The optical rotatory dispersion curves oftrans-decalones and their polycyclic analogues

Zusammenfassung Der Einfluss von Methylsubstituenten, sowie von zusätzlich anellierten Ringen auf die Amplitude der Rotationsdispersionskurve vontrans-Dekalon (1) undtrans-Dekalon (2) wird durch Analyse eines umfangreichen Tatsachenmaterials ermittelt. Die in tabellarischer Form zusammengestellten, für den jeweiligen Substitutionstyp charakteristischen Beiträge verhalten sich in erster Näherung additiv und können deshalb zur Überprüfung von Strukturen, Konfigurationen und Konstellationen herangezogen werden.

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Paper IX of the seriesOptical Rotatory Dispersion. For Paper VIII, seeJ. Hrbek jr., J. P. Jennings, W. Klyne, andF. antavý, Coll. Czech. Chem. Comm.,29, in press (1964).     

Possible genetic consequences of meiosis in pocket gopher (Thomomys bottae) populations

Resumen El analisis de la primera división meiótica des roeder fosorial,Thomomys bottae, muestra una uniformidad notable en la colocación de quiasmas en los bivalentes, a pesar de las diferencias existentes en los cariotipos somáticos. La frecuencia promedio de quiasmas por bivalente es muy baja (1.03), y la mayoria de los bivalentes demuestran que sus quiasmas se localizan en o cerca de un estremo del par.

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Acknowledgment is given to Dr.W. B. Heed and Dr.C. J. Cole for enlightening discussions and to my wife,Carol Patton, for aid in the field. Financial assistance was provided by an institutional biomedical sciences support grant from the National Institutes of Health and from the Committee on Research, University of California, Berkeley.     

Establishment of a cell line (XTC-2) from the South African clawed toad,Xenopus laevis

Résumé On décrit une méthode pour l'établissement d'une culture de cellules du crapaud a griffes sudafricain,Xenopus laevis, afin de l'infecter avec des arbovirus. Les cellules (XTC-2) ont subi une culture continue pendant 3 ans. Elles ont un nombre diploïde de chromosomes. Elles furent cultivées aux températures de 22°C et de 28°C dans un milieu de culture dilué de NCTC 109 avec 10% de sérum de veau foetal.

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We thank ProfessorD. S. Bertram, Director of the Department of Entomology at the School, for his continued interest; Mr.A. O. Langi for technical assistance and Dr.L. Hamilton, Middlesex Hospital Medical School, London, for supplying theXenopus tadpoles. We are especially grateful to the Wellcome Research Laboratories, Beckenham, for supplying medium NCTC 109, and to Mr.D. J. Richmond of the Laboratories for responding to our request for medium promptly and willingly. The work is supported in part by a grant from the Medical Research Council of Great Britain.