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Plant Chemical The chemistry supporng plant anatomy

April 6, 2016 Lecture #21 Will Barnes

1 ecologyandevoluon.cornell.edu Want to save the world using sustainable agriculture? Apply to perform undergraduate research in the Anderson Lab!

a plant cell making cellulose cellulose in a stem secon - we use microscopy to understand how plants build their cell walls

Brachypodium plants aer drought

If not research, how about TAing Bio127?

- we study how plants can tolerate the negave effects of climate change, like severe heat and drought

- we do and talk about cool science together!

Interested? Send an email to Dr. Anderson: [email protected] Objecves

• Learn about how plants communicate in an ecological seng – Role of plant secondary metabolites in defense responses – Signaling – Reproducon • Discuss applicaons of chemical ecology Don’t worry so much about notes, just enjoy the ride 2 What is Chemical Ecology? • Chemical ecology is the study of chemicals involved in the interacon of living organisms – Defense – Reproducon Source – Quorum sensing – Nutrion

– Adaptaon Product – Co---evoluon – Symbiosis Receiver Environment Everything is context dependent!!! 3 Plants interact through unique chemistry • These are oen volale organic compounds (VOCs), soluble compounds that are exuded into the soil or are retained in the plant

When and why are these compounds produced?

4 www.extension.umn.edu Objecves

• Learn about how plants communicate in an ecological seng – Role of plant secondary metabolites in defense responses – Signaling – Reproducon • Discuss applicaons of chemical ecology

5 Defense

--- In general, the main types of defensive compounds are: --- Direct defense compounds () --- Deterrants --- Aractants --- An-herbivory compounds (an-digesve, or an-nutrive) --- Hormonal

6 Dicke et al., 2009 Direct defense compounds

• Saxitoxin is a cyanobacteria / algae---derived neurotoxin that affects numerous tropic levels as a result of sequestraon Paralyc Shellfish Poisoning 1000X more toxic than sarin

www.mbari.org

equatox.net

hp://en.wikipedia.org/wiki/Saxitoxin

“Keystone Species” www.foodsafetywatch.org 7 Deterrants

• Oen stored as glycosides in vacuoles, unl damage occurs and they interact with cytosolic enzymes that cleave the sugar away, releasing a /deterrant

Cyanogenic glucosides present in cherry/ Glucosinolates present in mustard family apple/coon seeds, sorghum roots, almonds plants (Brassicales)

users.aber.ac.uk

myrosinase

isothiocyanate

vaccineresistancemovement.org www.dachshund---owner--- guide.com hp://en.wikipedia.org/wiki/Glucosinolate#/media/File:Glucosinol8ate--- skeletal.png The Grapefruit Effect

Furanocoumarins interacts with CYP450 (CYP3A4 specifically known) in the intesnes and can affect the acvity and metabolism of at least 85 studied drugs (Bailey et al. 2013 CMAJ).

9 If linear, can also crosslink DNA under high UV botaderma.com www.medicinescomplete.com Aractants Fatouros et al., 2008 An---herbivory compounds • An---digesve (e.g. tannins, most abundant plant ; Protease Inhibitors) Protein Precipitaon (astringency) Or Oxidave Stress Low pH of vacuole

High pH

what---when--- how.com www.theworldwidewine.com

Both types can interact!

Barbehenn & Constabel (2011) 11 An---herbivory compounds

• An---nutrive compounds reduce the nutrional value of a plant for an herbivore, leading to malnutrion despite an ample food source. – Canavanine in legumes Rosenthal & Dahlman (1986) PNAS

– Ground cherry amino acid metabolism limits the nutrional quality of phloem contents for aphids (Karley et al., 2002, JEB).

12 Hormonal Pest Control Sláma and Carroll Williams (1965) discovered that paper towels made from the wood of the balsam fir (Abies balsamea) released VOCs that elicited a potent effect on balsam bark beetles, made noceable by a lack of beetle molng.

(+)---juvabione was first isolated as an acve component from the balsam fir

hp://en.wikipedia.org/wiki/Juvabione#/media/File:JH3,_Juvabione,_Todo.png

www.forestrydistribung.com

Hodin, J. (2009). "On the Origins of Hormone Signaling. 13 Phenotypic Plascity of ". Science Pubslishers: 817–839. Objecves

• Learn about how plants communicate in an ecological seng – Role of plant secondary metabolites in defense responses – Signaling – Reproducon • Discuss applicaons of chemical ecology

14 Plant Signaling • Intra---plant signaling • Inter---plant signaling • Insect signaling • Pathogen signaling

www.biol.unt.edu

www.united--- academics.org 15 Chemical interacons can be subdivided into affects:

A is a chemical produced by a living organism, exerng a physiological effect on the individuals of another species when released into the environment.

Allelochemical Producer Recipient Example Effect Effect Defensive + --- compounds Cabbage o + insect nesng pollinator synonome + + aracon with nectar

16 Aractants and Tri---Trophic Interacons

• Tri---trophic aracon to HIPVs has been shown across 5 orders of natural herbivore enemies (Hilker and Meiners, 2006)

• Alborn et al. (1997) cite fay acid---amino acid 15mL of BAW OS conjugate, volicin, as the chemical elicitor of the plant response in maize via beet armyworm herbivory. Similar story with caeliferins (Alborn et al., 2007) and grasshopper feeding. 15mL volicin

15mL buffer www.pherobase.com

Undamaged

17 en.rian.ru Intra---Plant Signaling Vaccinium corymbosum •Rodriguez---Saona and Frost (2009) explain No damage how blueberries, among other taxonomically diverse plants such as poplar, sagebrush, and lima beans, depend on HIPV intra---plant signaling. Gypsy moth caterpillars •JA is converted to the volale form MeJA to facilitate rapid signaling (Rodriguez---Saona and Frost, 2009).

Arficial damage

+ MeJA

Disconnected Connected Heil and Ton, 2008 Rodriguez---Saona and Frost (2009) Side Note: add ½ pill of to water for longer--- lasng bouquets

www.d.com www.dailymail.co.uk

Salicylic Acid Aspirin 19 commons.wikimedia.org chemistry.about.com Communicaon with Conspecific Plants (Tri---trophic interacons) •Karban and Shirojiri (2009) sagebrush (Artemisia tridentate) clipping and subsequent volale emission caused genecally idencal cungs to have priming response (inclusive fitness) •Ton et al. (2007) maize priming of both direct and indirect defenses. •terpenoids and aromacs aracted a greater number of parasic wasps (Cotesia marginiventris) •reduced Spodoptera li?oralis caterpillar feeding and development.

www.bentolunch.net

www.flickr.com www.discoverlife.org

clipart--- finder.com Communicaon with Heterospecific Plants

•Sagebrush ( Artemisia tridentate) HIPVs and mechanical damage cause tobacco (Nicoana a?enuata) priming (Karban et al., 2003) •Tobacco plants increase producon of polyphenol oxidases (PPOs) and protease inhibitors (PIs) under similar condions (Kessler et al., 2006). •Lower herbivory was observed and a greater number of seed capsules were produced

Baldwin et al., 2006

Intra---Plant Signaling

• Localized anatomical defenses

– Bruchins

Neoplasc ssue growth

Pea response

to

oviposion

by a pea

weevil 22 Inter---plant communicaon • Dodder and parasism of tomato

Dodder and Tomato- - - Dr. De Moraes Penn State

web.stanford.edu

23

www.thedrunkgnome.com Pathogen VOC interacons Fungi Bacteria

hps://swissplantscienceweb.ch/typo3temp/pics/Chromobacterium_96fd1091ea.jpg Paul & Park, Sensors, 2013 Dirk Blom 24

The germinaon rate of the conidia, can be reduced by exposure to the C6 aldehydes constung GLVs (Brown et al., 1995) Objecves

• Learn about how plants communicate in an ecological seng – Role of plant secondary metabolites in defense responses – Signaling – Reproducon • Discuss applicaons of chemical ecology

25 Roles of Chemical Ecology in Plant Reproducon

• Aracon / Repulsion of pollinators (Kessler et al., Science 2008)

www.mpg.de www.techmes.com

“Both repellent and aractant were required to maximize capsule producon and seed siring in emasculated flowers and flower visitaon by nave pollinators, whereas nicone reduced florivory and nectar robbing.” 26 Floral Filters--- choosing the appropriate pollinator

Chemical (Aposemasm) www.nps.gov

Structural / Anatomical

UV Bee’s sight

Bee Orchid

en.wikipedia.org 27

Nygb.org hp://www.nhm.ac.uk/nature---online/life/plants---fungi/bee--- blogs.discovermagazine.com orchids/ Objecves

• Learn about how plants communicate in an ecological seng – Role of plant secondary metabolites in defense responses – Signaling – Reproducon • Discuss applicaons of chemical ecology

28 Push---Pull (Organic) Agriculture

www.push---pull.net

Nitrogen, Isoflavones

www.push--- rstb.royalsocietypublishing.org 29 pull.net Manipulang Plant Yield

Just a lile early---season feeding can trigger the mobilizaon of resources to the roots, and can be advantageous for agricultural yields.

30 CLICKER

What role(s) do Desmodium plants have in the push---pull agriculture system? A)Fill up space to reduce weed growth and maintain soil moisture B)Fix Nitrogen that can be used by the primary crop C)Induce Striga suicidal germinaon D)Repel primary crop pests E)All of the above

31 THM

•Plant chemistry is highly diverse and provides addional resources for the plant outside of sessile structures •Plant anatomy serves a role in separang and dispersing secondary metabolites crucial for plant defense and reproducon •Plant responses to the environment display high plascity •Chemical ecology is context dependent

32 33 www.reedprojects.no