Chemistry & Biodiversity

Cover image for Vol. 14 Issue 7

Editor-in-Chief: Richard J. Smith

Online ISSN: 1612-1880

Editors' Highlights

C&B Volume 10

Volume 10, 2013

Enantiomeric and Diastereoisomeric (Mixed) L/D-Octaarginine Derivatives – A Simple Way of Modulating the Properties of Cell-Penetrating Peptides
Nirupam Purkayastha, Klaus Eyer, Tom Robinson, Petra S. Dittrich, Albert K. Beck, Dieter Seebach, Beata Kolesinska, Riccardo Cadalbert

Bioactive Brominated Metabolites from the Natural Habitat and Tank-Maintained Cuttings of the Jamaican Sponge Aplysina fistularis
Winklet A. Gallimore

Towards a Myriad of Peptaibiotics
Hans Brückner, Claudio Toniolo

Front-Loading Natural-Product-Screening Libraries for log P: Background, Development, and Implementation
David Camp, Marc Campitelli, Anthony R. Carroll, Rohan A. Davis, Ronald J. Quinn

Calmodulin Inhibitors from Aspergillus stromatoides
Martín González-Andrade, Paulina Del Valle, Martha L. Macías-Rubalcava, Alejandro Sosa-Peinado, María Del Carmen González, Rachel Mata

Melanogenesis-Inhibitory Activity of Aromatic Glycosides from the Stem Bark of Acer buergerianum
Toshihiro Akihisa, Masashi Orido, Hiroyuki Akazawa, Akitomo Takahashi, Ayako Yamamoto, Eri Ogihara, Makoto Fukatsu

Permeation through Phospholipid Bilayers, Skin-Cell Penetration, Plasma Stability, and CD Spectra of α- and β-Oligoproline Derivatives
Beata Kolesinska, Dominika J. Podwysocka, Magnus A. Rueping, Dieter Seebach, Faustin Kamena, Peter Walde, Markus Sauer, Barbara Windschiegl, Mira Meyer-Ács, Marc Vor der Brüggen, Sebastian Giehring

C&B Volume 9

Volume 9, 2012

Neuropeptides and Neuropeptide Receptors: Drug Targets, and Peptide and Non-Peptide Ligands: a Tribute to Prof. Dieter Seebach
Daniel Hoyer, Tamas Bartfai

Sesquiterpene Lactones from Centaurea zuccariniana and Their Antimicrobial Activity
Ana Ciric, Anastasia Karioti, Catherine Koukoulitsa, Marina Sokovic, Helen Skaltsa

A New Era of the Vaginal Microbiome: Advances Using Next-Generation Sequencing
Jennifer M. Fettweis, Myrna G. Serrano, Philippe H. Girerd, Kimberly K. Jefferson, Gregory A. Buck

Chemical Constituents and Some Biological Activities of Plants from the Genus Ceriops
Hui Wang, Min-Yi Li, Jun Wu

Antimicrobial Efficacy of Achillea ligustica ALL. (Asteraceae) Essential Oils against Reference and Isolated Oral Microorganisms
Cinzia Cecchini, Stefania Silvi, Alberto Cresci, Andrea Piciotti, Giovanni Caprioli, Fabrizio Papa, Gianni Sagratini, Sauro Vittori, Filippo Maggi

Synthesis and Antidiabetic Activity of 5,7-Dihydroxyflavonoids and Analogs
Liu-Shuan Chang, Chun-Bao Li, Nan Qin, Mei-Na Jin, Hong-Quan Duan

Phenolic Compounds from the Branches of Eucalyptus maideni
Li-Wen Tian, Min Xu, Yan Li, Xing-Yao Li, Dong Wang, Hong-Tao Zhu, Chong-Ren Yang, Ying-Jun Zhang

Synthesis, Structure, and Biological Applications of α-Fluorinated β-Amino Acids and Derivatives
Taryn L. March, Martin R. Johnston, Peter J. Duggan, James Gardiner

Diamminetetrakis(carboxylato)platinum(IV) Complexes – Synthesis, Characterization, and Cytotoxicity
Björn R. Hoffmeister, Mahsa S. Adib-Razavi, Michael A. Jakupec, Markus Galanski, Bernhard K. Keppler

microRNA Dysregulation in Prostate Cancer: Network Analysis Reveals Preferential Regulation of Highly Connected Nodes
William T. Budd, Danielle E. Weaver, Joe Anderson, Zendra E. Zehner

C&B Volume 8

Volume 8, 2011

Chemistry and Structural Biology of DNA Damage and Biological Consequences
Michael P. Stone, Hai Huang, Kyle L. Brown, Ganesh Shanmugam

Huperzine A as Potential Treatment of Alzheimer's Disease: An Assessment on Chemistry, Pharmacology, and Clinical Studies
Giang T. Ha, Ryan K. Wong, Yan Zhang

An Overview of Sugar-Modified Oligonucleotides for Antisense Therapeutics
Thazha P. Prakash

Highly Effective Colorimetric and Visual Detection of ATP by a DNAzyme–Aptamer Sensor
Fang Liu, Juan Zhang, Rong Chen, Lingli Chen, Le Deng

Gel Formulation Containing Mixed Surfactant and Lipids Associating with Carboplatin
Kellie A. Woll, Elie J. Schuchardt, Claire R. Willis, Christopher D. Ortengren, Noah Hendricks, Mitch Johnson, Ernestas Gaidamauskas, Bharat Baruah, Audra G. Sostarecz, Deanna R. Worley, David W. Osborne, Debbie C. Crans

Synthesis of (Glycopyranosyl-triazolyl)-purines and Their Inhibitory Activities against Protein Tyrosine Phosphatase 1B (PTP1B)
Lei Luo, Xiao-Peng He, Qiang Shen, Jing-Ya Li, Xiao-Xin Shi, Juan Xie, Jia Li, Guo-Rong Chen

Phosphorothioate Nucleotides and Oligonucleotides – Recent Progress in Synthesis and Application
Piotr Guga, Maria Koziołkiewicz

On the Mechanism of Eukaryotic Cell Penetration by α- and β-Oligoarginines – Targeting Infected Erythrocytes
Faustin Kamena, Bopanna Monnanda, Danielle Makou, Stefania Capone, Krystyna Patora-Komisarska, Dieter Seebach

On the Egress of Carbon Monoxide from Myoglobin
Francesco Pietra

In vitro Evaluation of Antileishmanial Activity and Toxicity of Essential Oils of Artemisia absinthium and Echinops kebericho
Yinebeb Tariku, Ariaya Hymete, Asrat Hailu, Jens Rohloff

C&B Volume 7

Volume 7, 2010

Peptide Nucleic Acids (PNA) in Chemical Biology and Drug Discovery
Peter E. Nielsen

Platinum–DNA Interactions and Subsequent Cellular Processes Controlling Sensitivity to Anticancer Platinum Complexes
Saeed Ahmad

Origin, Microbiology, Nutrition, and Pharmacology of D-Amino Acids
Mendel Friedman

Locked Nucleic Acids: Promising Nucleic Acid Analogs for Therapeutic Applications
Rakesh N. Veedu, Jesper Wengel

Diketopiperazines from Marine Organisms
Riming Huang, Xuefeng Zhou, Tunhai Xu, Xianwen Yang, Yonghong Liu

Quantitative Assessment of the Human Gut Microbiome Using Multitag Pyrosequencing
Patrick Gillevet, Masoumeh Sikaroodi, Ali Keshavarzian, Ece A. Mutlu

Upstream Petroleum Degradation of Mangroves and Intertidal Shores: The Niger Delta Experience
Leo C. Osuji, Ebere S. Erondu, Regina E. Ogali

Exploring Biodiversity for Cellulosic Biofuel Production
Christopher M. Gowen, Stephen S. Fong

Aberrant Control of Motoneuronal Excitability in Amyotrophic Lateral Sclerosis: Excitatory Glutamate / D-Serine vs. Inhibitory Glycine/γ-Aminobutanoic Acid (GABA)
Jumpei Sasabe, Sadakazu Aiso

How to Produce a Chemical Defense: Structural Elucidation and Anatomical Distribution of Aplysioviolin and Phycoerythrobilin in the Sea Hare Aplysia californica
Michiya Kamio, Linh Nguyen, Seymanur Yaldiz, Charles D. Derby

C&B Volume 6

Volume 6, 2009

Prodrug Approaches for Enhancing the Bioavailability of Drugs with Low Solubility
Christa E. Müller

Structural Alerts, Reactive Metabolites, and Protein Covalent Binding: How Reliable Are These Attributes as Predictors of Drug Toxicity?
Amit S. Kalgutkar, Mary T. Didiuk

Addressing Central Nervous System (CNS) Penetration in Drug Discovery: Basics and Implications of the Evolving New Concept
Andreas Reichel

Toward Safe Genetically Modified Organisms through the Chemical Diversification of Nucleic Acids
Piet Herdewijn, Philippe Marlière

Synthesis and Biological Evaluation of Nitric Oxide-Donating Thalidomide Analogues as Anticancer Agents
Tao Wang, Yi-Hua Zhang, Xiang-Wen Kong, Yi-Sheng Lai, Hui Ji, Yan-Ping Chen, Si-Xun Peng

Secondary Metabolites and Cytotoxic Activities from the Stem Bark of Zanthoxylum nitidum
Cheng-Hui Yang, Ming-Jen Cheng, Shiow-Ju Lee, Cheng-Wei Yang, Hsun-Shuo Chang, Ih-Sheng Chen

Secondary Metabolites in Bryophytes: An Ecological Aspect
Chun-Feng Xie, Hong-Xiang Lou

Incarviditone: A Novel Cytotoxic Benzofuranone Dimer from Incarvillea delavayi Bureau et Franchet
Yu-Qi Chen, Yun-Heng Shen, Yong-Qing Su, Ling-Yi Kong, Wei-Dong Zhang

Composition of the Cloacal Gland Secretion of Tuatara, Sphenodon punctatus
Birte Flachsbarth, Matthias Fritzsche, Paul J. Weldon, Stefan Schulz

4-Aryl-Substituted 2,5-Dimethoxyphenethylamines: Synthesis and Serotonin 5-HT2A Receptor Affinities
Daniel Trachsel, David E. Nichols, Stephanie Kidd, Marcel Hadorn, Franz Baumberger

C&B Volume 5

Volume 5, 2008

KP1019, A New Redox-Active Anticancer Agent – Preclinical Development and Results of a Clinical Phase I Study in Tumor Patients
Christian G. Hartinger, Michael A. Jakupec, Stefanie Zorbas-Seifried, Michael Groessl, Alexander Egger, Walter Berger, Haralabos Zorbas, Paul J. Dyson, Bernhard K. Keppler

Malformation of True Bug (Heteroptera): a Phenotype Field Study on the Possible Influence of Artificial Low-Level Radioactivity
Cornelia Hesse-Honegger, Peter Wallimann

Synthesis of Selenocysteine and Selenomethionine Derivatives from Sulfur-Containing Amino Acids
Michio Iwaoka, Ryuta Ooka, Toshifumi Nakazato, Sari Yoshida, Sadahiro Oishi

Recent Advances and Future Prospects in Peptaibiotics, Hydrophobin, and Mycotoxin Research, and Their Importance for Chemotaxonomy of Trichoderma and Hypocrea
Thomas Degenkolb, Hans von Döhren, Kristian Fog Nielsen, Gary J. Samuels, Hans Brückner

DNA Binding, Photocleavage, and Topoisomerase Inhibition of Functionalized Ruthenium(II)-Polypyridine Complexes
Feng Gao, Hui Chao, Liang-Nian Ji

Human Olfactory Receptor Families and Their Odorants
Dietmar Krautwurst

Paramagnetic Liposomes as Innovative Contrast Agents for Magnetic Resonance (MR) Molecular Imaging Applications
Enzo Terreno, Daniela Delli Castelli, Claudia Cabella, Walter Dastrù, Alberto Sanino, Joseph Stancanello, Lorenzo Tei, Silvio Aime

Synthesis of Analogues of Flazin, in Particular, Flazinamide, as Promising Anti-HIV Agents
Jian-Guo Tang, Yun-Hua Wang, Rui-Rui Wang, Ze-Jun Dong, Liu-Meng Yang, Yong-Tang Zheng, Ji-Kai Liu

pH-Sensitive Vesicles Containing a Lipidic β-Amino Acid with Two Hydrophobic Chains
Stefania Capone, Peter Walde, Dieter Seebach, Takashi Ishikawa, Romualdo Caputo

What Is Life? – A Brief Historical Overview
Antonio Lazcano

Elucidation of the Interactions of an Anticancer Ruthenium Complex in Clinical Trials with Biomolecules Utilizing Capillary Electrophoresis Hyphenated to Inductively Coupled Plasma-Mass Spectrometry. Short Communication
Michael Groessl, Christian G. Hartinger, Kasia Połeć-Pawlak, Maciej Jarosz, Paul J. Dyson, Bernhard K. Keppler

C&B Volume 4

Volume 4, 2007

History of Cannabis and Its Preparations in Saga, Science, and Sobriquet
Ethan B. Russo

The Toxicology of Cannabis and Cannabis Prohibition
Franjo Grotenhermen

On the Chemistry and Evolution of the Pioneer Organism
Günter Wächtershäuser

Automated System for Gene Annotation and Metabolic Pathway Reconstruction Using General Sequence Databases
João M. P. Alves, Gregory A. Buck

Peptide Nucleic Acids and the Origin of Life
Peter E. Nielsen

From Interstellar Amino Acids to Prebiotic Catalytic Peptides: A Review
André Brack

Anti-Inflammatory and Anti-Tumor-Promoting Effects of Triterpene Acids and Sterols from the Fungus Ganoderma lucidum
Toshihiro Akihisa, Yuji Nakamura, Masaaki Tagata, Harukuni Tokuda, Ken Yasukawa, Emiko Uchiyama, Takashi Suzuki, Yumiko Kimura

Peptaibiotics and Peptaibols: An Alternative to Classical Antibiotics?
Hervé Duclohier

RNA Interference Tolerates 2′-Fluoro Modifications at the Argonaute2 Cleavage Site
Pirkko Muhonen, Tuula Tennilä, Elena Azhayeva, Ranga N. Parthasarathy, Anthony J. Janckila, H. Kalervo Väänänen, Alex Azhayev, Tiina Laitala-Leinonen

The Chemistry That Preceded Life's Origin: A Study Guide from Meteorites
Sandra Pizzarello

C&B Volume 3

Volume 3, 2006

A Broad Diversity of Volatile Carboxylic Acids, Released by a Bacterial Aminoacylase from Axilla Secretions, as Candidate Molecules for the Determination of Human-Body Odor Type
Andreas Natsch, Samuel Derrer, Felix Flachsmann, Joachim Schmid

Nitrilase and Its Application as a ‘Green’ Catalyst
Ram Singh, Rakesh Sharma, Neetu Tewari, Geetanjali, Diwan S. Rawat

Proliferative Activity of Echinacea angustifolia Root Extracts on Cancer Cells: Interference with Doxorubicin Cytotoxicity
Eric D. Huntimer, Fathi T. Halaweish, Christopher C. L. Chase

Synthesis and Biological Evaluation of New Quinazoline and Cinnoline Derivatives as Potential Atypical Antipsychotics
Mario Alvarado, María Barceló, Laura Carro, Christian F. Masaguer, Enrique Raviña

Peptaibiomics: Screening for Polypeptide Antibiotics (Peptaibiotics) from Plant-Protective Trichoderma Species
Thomas Degenkolb, Tom Gräfenhan, Albrecht Berg, Helgard I. Nirenberg, Walter Gams, Hans Brückner

Relationships between Inhibitory Activity against a Cancer Cell Line Panel, Profiles of Plants Collected, and Compound Classes Isolated in an Anticancer Drug Discovery Project
Marcy J. Balunas, William P. Jones, Young-Won Chin, Qiuwen Mi, Norman R. Farnsworth, Djaja D. Soejarto, Geoffrey A. Cordell, Steven M. Swanson, John M. Pezzuto, Hee-Byung Chai, A. Douglas Kinghorn

DNA-Binding Studies of Mixed-Ligand (Ethylenediamine)ruthenium(II) Complexes
Penumaka Nagababu, J. Naveena Lavanya Latha, Sirasani Satyanarayana

Ginsenoside Rd from Panax notoginseng Is Cytotoxic towards HeLa Cancer Cells and Induces Apoptosis
Zhi-Gang Yang, Hong-Xiang Sun, Yi-Ping Ye

Synthesis and Cytotoxic Evaluation of a Series of Resveratrol Derivatives
Ban-Feng Ruan, Xian-Feng Huang, Hui Ding, Chen Xu, Hui-Ming Ge, Hai-Liang Zhu, Ren-Xiang Tan

Membrane Properties of Branched Polyprenyl Phosphates, Postulated as Primitive Membrane Constituents
Mari Gotoh, Ayako Miki, Hajime Nagano, Nigel Ribeiro, Mourad Elhabiri, Elzbieta Gumienna-Kontecka, Anne-Marie Albrecht-Gary, Marc Schmutz, Guy Ourisson, Yoichi Nakatani

C&B Volume 2

Volume 2, 2005

Strategies and Tools for Structure Determination of Natural Products Using Modern Methods of NMR Spectroscopy
Nadja Bross-Walch, Till Kühn, Detlef Moskau, Oliver Zerbe

Utilization of a Common Pathway for the Synthesis of High Affinity Macrocyclic Grb2 SH2 Domain-Binding Peptide Mimetics That Differ in the Configuration at One Ring Junction
Zhen-Dan Shi, Rajeshri G. Karki, Karen M. Worthy, Lakshman K. Bindu, Marc C. Nicklaus, Robert J. Fisher, Terrence R. Burke Jr.

Volatile Organic Compounds from Arctic Bacteria of the Cytophaga-Flavobacterium-Bacteroides Group: A Retrobiosynthetic Approach in Chemotaxonomic Investigations
Jeroen S. Dickschat, Elisabeth Helmke, Stefan Schulz

Biotransformation of Terpenoids by Mammals, Microorganisms, and Plant-Cultured Cells
Takashi Ishida

Nucleolipids: Natural Occurrence, Synthesis, Molecular Recognition, and Supramolecular Assemblies as Potential Precursors of Life and Bioorganic Materials
Helmut Rosemeyer

Pyrimidine as Constituent of Natural Biologically Active Compounds
Irene M. Lagoja

Inhibitors of Phenylalanine Ammonia-Lyase (PAL): Synthesis and Biological Evaluation of 5-Substituted 2-Aminoindane-2-phosphonic Acids
Jerzy Zoń, Piotr Miziak, Nikolaus Amrhein, Roman Gancarz

Volatiles Released by a Streptomyces Species Isolated from the North Sea
Jeroen S. Dickschat, Torben Martens, Thorsten Brinkhoff, Meinhard Simon, Stefan Schulz

Identification of Diverse Microbial Metabolites as Potent Inhibitors of HIV-1 Tat Transactivation
Hiranthi Jayasuriya, Deborah L. Zink, Jon D. Polishook, Gerald F. Bills, Anne W. Dombrowski, Olga Genilloud, Fernando F. Pelaez, Lucia Herranz, Donette Quamina, Russell B. Lingham, Renee Danzeizen, Pia L. Graham, Joanne E. Tomassini, Sheo B. Singh

Improved Anti-Inflammatory Activity of Three New Terpenoids Derived, by Systematic Chemical Modifications, from the Abundant Triterpenes of the Flowery Plant Calendula officinalis
Hannes Neukirch, Michele D'Ambrosio, Silvio Sosa, Gianmario Altinier, Roberto Della Loggia, Antonio Guerriero

C&B Volume 1

Volume 1, 2004

The World of β- and γ-Peptides Comprised of Homologated Proteinogenic Amino Acids and Other Component
Dieter Seebach, Albert K. Beck, Daniel J. Bierbaum

Non-Nucleoside Reverse Transcriptase Inhibitors (NNRTIs): Past, Present, and Future
Erik De Clercq

Chemistry and Biodiversity of the Biologically Active Natural Glycosides
Valery M. Dembitsky

The Chemodiversity of Purine as a Constituent of Natural Products
Helmut Rosemeyer

Molecular and Cellular Basis of Human Olfaction
Hanns Hatt

Screening of Non-Alkaloidal Natural Compounds as Acetylcholinesterase Inhibitors
Corinne Brühlmann, Andrew Marston, Kurt Hostettmann, Pierre-Alain Carrupt, Bernard Testa

Exploratory Studies to Investigate a Linked Prebiotic Origin of RNA and Coded Peptides. 2nd Communication. Derivation and Reactivity of Xylose Phosphates
James M. Smith, Vinciane Borsenberger, Jim Raftery, John D. Sutherland

Identification of Odoriferous Sulfanylalkanols in Human Axilla Secretions and Their Formation through Cleavage of Cysteine Precursors by a C[BOND]S Lyase Isolated from Axilla bacteria
Andreas Natsch, Joachim Schmid, Felix Flachsmann

Natural-Product Diversity of the New Caledonian Marine Ecosystem Compared to Other Ecosystems: A Pharmacologically Oriented View
Dominique Laurent, Francesco Pietra

Antimicrobial Activity of Hydrophobic Xanthones from Cudrania cochinchinensis against Bacillus subtilis and Methicillin-Resistant Staphylococcus aureus
Toshio Fukai, Yukio Oku, Ai-Jun Hou, Makiko Yonekawa, Sumio Terada